Method of obtaining n-(1,5,3-dithiazonan-3-yl)amides

FIELD: chemistry.

SUBSTANCE: invention relates to field of organic chemistry, namely to method of obtaining N-(1,5,3-dithiazonan-3-yl)amides of general formula (1): where R=p-C5H4N (a), (CH3)3CO (b), m-C5H4N (c), which consists in the following: hydrazides of general formula RC(O)NHNH2 (R=mentioned above) undergo interaction with 1,4-butanedithiol, preliminarily mixed at 20°C with water formaldehyde solution, in presence of catalyst crystallohydrate of copper chloride CuCl2·2H2O with molar ration 1,4-butanedithiol: CH2O : RC(O)NHNH2 : CuCl2·2H2O = 10:20:10:(0.3-0.7) at 75-85°C and atmospheric pressure for 44-52 h.

EFFECT: elaborated is method of obtaining novel compounds, which can be applied as biologically active compounds, selective sorbents and extractants of noble and precious metals.

1 tbl, 1 ex

 

The present invention relates to the field of organic chemistry, specifically to a method for producing N-(1,5,3-dithietan-3-yl)amides of General formula (1):

where R=p-C5H4N (a), (CH3)3WITH (b),m-C5H4N (c)

Cyclic nitrogen - and sulfur-containing compounds promising biologically active compounds [Z.Brzozowski, F.Saczewski, .Gdaniec. Bioorganic & Medicinal Chemistry, 2003, №11, p 3673; R.B.Pawar, V.V.Mulwad. CHC, 2004, No. 2, c.257], selective sorbents and extractants noble and precious metals [Yearyou, Vniistrom, Ngezahayo. Extraction of metals S,N-organic compounds. M: Nauka, 1993, 192 S.].

The known method [V.P. Arya, Shenoy Mrs.J. Synthesis of new heterocycles: Part XV. Synthesis of novel cyclic and acyclic sulfamides. Indian J. Chem., 1976, 14B(10), p.766] get 1,2,9-thiadiazine-1,1-dioxide (2) the interaction of sulphonamide with 1,6-pentanediamine with the release of 55%.

The known method cannot be obtained N-(1,5,3-dithietan-3-yl)amides of the General formula (1).

The known method [Regainia Z. et al. General synthesis of and-membered cyclic sulfamides. Tetrahedron, 2003, 59(32), p.6051] get 1,2,9-thiadiazoline (3) intramolecular cyclization of halogenated sulphonamide with the release of 60%.

The known method does not allow to obtain N-(1,5,3-dithietan-3-yl)-amides of the General formula (1).

Thus, in literaturestructured information selective receiving N-(1,5,3-dithietan-3-yl)amides of formula (1).

We propose a new method for selective receipt of N-(1,5,3-dithietan-3-yl)amides of General formula (1).

The method consists in the interaction of 1,4-butanediol [HS(CH2)4SH] with formaldehyde (CH2O 37%aqueous solution) at 20°C followed by the addition of the hydrazide of General formula RC(O)NHNH2where R=p-C6H4N, (CH3)3CO, m-C6H4N (isonicotinohydrazide, tert-butylhydroperoxide, nicotinamidase) in the presence of a catalyst CuCl2·2H2O, taken in a molar ratio RC(O)NHNH2:1,4-butanediol:formaldehyde:CuCl2·2H2O=10:10:20:(0.3-0.7), preferably 10:10:20:0.5, at a temperature of 75-85°C and atmospheric pressure in a mixture of chloroform-ethanol (1:1 volume) as a solvent for 44-52 hours Yield N-(1,5,3-dithietan-3-yl)amides (1) is 15-25%. The reaction takes place according to the scheme:

R=p-C5H4N (a), (CH3)3WITH (b),m-C5H4N (c)

N-(1,5,3-dithietan-3-yl)amides (1) are formed only with the participation of hydrazides of General formula RC(O)NHNH2(isonicotinohydrazide, tert-butylhydroperoxide, nicotinamidase), formaldehyde and 1,4-butanediol. In the presence of other hydrazides (e.g., acylhydrazides) target products (1) are not formed. In the presence of other α,ω-dithioles (for example, 1.5-butanediol, 1,6-GE is condition) or other aldehydes (e.g., acetic, butyric) target products (1) are not formed. Changing the stoichiometric ratio of initial reagents in the direction of increasing or decreasing the content of formaldehyde or 1,4-butanediol in relation to the original hydrazide reduce the selectivity of the reaction and the yield of the target product (1).

The conduct of a specified reaction in the presence of a catalyst CuCl2·2H2O more than 7 mol. % relative to 1,4-butanediol not lead to a significant increase of the yield of the target product (1). The use of catalyst CuCl2·2H2O 3 mol. % reduces output (1), which is connected, possibly, with a reduction of catalytically active sites in the reaction mass.

The reaction was carried out at a temperature of 75-85°C. At temperatures above 85°C (for example, 100°C) decreases the selectivity of the reaction and increase energy costs, and at temperatures below 75°f (40°C) decreases the reaction rate. As a solvent used solvent mixture chloroform-ethanol, as it is well soluble source reagents and target products.

Significant differences of the proposed method

In the proposed method, in the reaction with hydrazides are involved aqueous solution of formaldehyde and 1,4-butanediol in the presence of catalytic amounts of CuCl2·2H2O. the Reaction proceeds with the selective formation of N-(1,5,3-dithianon the n-3-yl)amides of General formula (1).

In the known method 1,2,9-thiadiazoline General formula (3) are obtained by intramolecular cyclization of halogenated sulphonamide.

The proposed method has the following advantages:

The method allows to obtain high selectivity of N-(1,5,3-dithia-Zonen-3-yl)amides of the General formula (1).

The method is illustrated by examples:

Example 1. In a glass reactor, mounted on a magnetic stirrer, placed 10 mmol of 1,4-butanediol, 20 mmol of formaldehyde and stirred for 30 min at room temperature (~20°C). Then the reactor was added 10 mmol isonicotinohydrazide and 0.5 mmol of catalyst CuCl2·2H2O in 10 ml of a solvent mixture of chloroform-ethanol (1:1 volume). The reaction mixture is stirred for 48 hours at a temperature of 80°C. From the reaction mass produce N-(1,5,3-dithietan-3-yl)isonicotinamide (1a) with the release of 21%.

Other examples of the method shown in the table.

№ p/pSource hydrazide RC(O)NHNH2The ratio of HS(CH2)4SH:RC(O)NHNH2:CH2O:CuCl2·2H2O mmolReaction time, hoursTempera-
tour, °C
Output (1), %
1 isonicotinohydrazide1010:20:0.5488021
2-//-1010:20:0.7488025
3-//-1010:20:0.3488017
4-//-1010:20:0.5528022
5-//-1010:20:0.5448019
6-//-1010:20:0.5488523
7-//-10 10:20:0.5487518
8tert-butylhydroperoxide1010:20:0.5488015
9nicotinamidase10:10:20:0.5488020

All experiments were performed in a solvent mixture of ethanol-chloroform (1:1 volume).

The spectral characteristics of the N-(1,5,3-dithietan-3-yl)isonicotinamide (Ia)

An NMR spectrum1H (δ, ppm, CDCl3): 1.72 (c, 4H, CH2(7,8)); 2.70 (s, 4H, CH2(6,9)); 4.27 (s, 4H, H2C(2,4)); 7.64 (USS, 2H, HC(13,17)); 8.74 (USS, 2H, HC(14,16)).

An NMR spectrum13C (δ, ppm, CDCl3): 28.60 (C(7,8)); 31.38 (C(6,9)); 58.46 (C(2,4)); 121.12 (C(13,17)); 140.53 (C(12)); 150.64 (C(14,16)); 163.00 (C(11)). Mass spectrum, m/z (IRel., %): 280.509 (100) [M-H]+. C12H17N3S2O.

N-(1,5,3-dithietan-3-yl)tert-BUTYLCARBAMATE (Ib)

An NMR spectrum1H (δ, ppm, CDCl3): 1.42 (s, N, CH3(14,15,16)); 1.66(s, 4H, CH2(7,8)),2.63 (USS, 4H, f6CH2(6,9)), 4.05 (s, 4H, H2C(2,4)); 6.01 (s, 1H, NH(10)). the range of NMR 13C (δ, ppm, CDCl3): 28.32 (C(14,15,16)); 28.76 (C(6,9)); 32.85 (C(7,8)); 58.76 (C(2,4)); 80.46 (C(13)); 154.54 (s, C(11)). Mass spectrum, m/z (IRel., %): 278.343 [M]+(100). C11H22N2S2O2.

N-(1,5,3-dithietan-3-yl)nicotinamide (Ic)

An NMR spectrum1H (δ, ppm, CDCl3): 1.75 (s, 4H, H2C(7,8)); 2.74 (s, 4H, H2(6,9)); 4.29 (s, 4H, H2C(2,4)); 7.44, 8.13, 8.79 and 9.01 (USS, 4H, Ar); 7.62 (s, 1H, NH(10)). An NMR spectrum,13C (CDCl3, δ, ppm): 28.40 (C(7,8)); 32.00 (C(6,9)); 59.00 (C(2,4)); 124.50 (C(16)); 134.00 (C(12)); 136.50 (C(15)); 148.00 (C(13)); 153.50 (C(17)); 165.48 (C (11)). Mass spectrum, m/z (IRel., %): 284.340 (100)[M+H]+C12H17N3S2O.

The method of obtaining N-(1,5,3-dithietan-3-yl)amides of General formula (1):

where R =p-C5H4N (a), (CH3)3WITH (b),m-C5H4N (c),
characterized in that the hydrazides of General formula RC(O)NHNH2(R = above) are subjected to interaction with 1,4-butandiol, pre-mixed at 20°C with an aqueous solution of formaldehyde, in the presence of the catalyst of hydrated copper chloride CuCl2·2H2O when the molar ratio of 1,4-butanediol : CH2O : RC(O)NHNH2: CuCl2·2H2O = 10:20:10:(0.3-0.7) at 75-85°C and atmospheric pressure during 44-52 hours



 

Same patents:

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry, namely to method of obtaining 3,3'-[methylenebis(1,4-phenylene)]-, 3,3'-[oxybis(1,4-phenylene)]- and 3,3'-(3,3'-dimethoxybiphenyl-4, 4'-diyl)-bis-1,5,3-dithiazepinanes of general formula (1): R=4-C6H4-CH2-C6H4-4/, 4-C6H4-O-C6H4-4/, 4-H3COC6H3-C6H3OCH3-4/ which consists in the following: arylamines [diaminodiphenylmethane, diaminodiphenyloxide, dimethoxybenzidine] undergo interaction with N-tert-butyl-1,5,3-dithiazepinane in presence of catalyst Sm(NO3)3·6H2O in argon atmosphere with molar ratio arylamine:N-tert-butyl-1,5,3-dithiazeoinane: Sm(NO3)3·6H2O = 10 : 20 : (0.3-0.7) at temperature ~20°C in system of solvents ethanol-chloroform for 2.5-3.5 h.

EFFECT: increased efficiency of applying compound as antibacterial, antifungal and antiviral agents, biologically active complexants, selective sorbents and extractants of precious metals, special reagents for suppressing bacterial vital activity in different technical media.

1 tbl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to method of obtaining 3,3'-[oxa(thia)alkane-α,ω-diyl]-bis-1,5,3-dithiazepinanes of general formula (1) R=CH2CH2OCH2CH2, (CH2CH2O)2CH2CH2, (CH2CH2S)2 , which consists in the following: oxa(thia)alkane-α,ω-diamine (3-oxapentane-1,5-diamine, 3,6-dioxaoctane-1,8-diamine, 3,4-dithiahexane-1,6-diamine) undergoes interaction with 1-oxa-3,6-dithiacycloheptane in ethanol-chloroform system of solvents in argon medium in presence of catalyst SmCl3·6H2O with molar ratio oxa(thia)alkane-α,ω-diamine: 1-oxa-3,6-dithiacycloheptane: SmCl3·6H2O = 10 : 20 : (0.3-0.7) at room (~20°C) temperature for 2.5-3.5 h.

EFFECT: elaborated is method of obtaining novel compounds which can be applied as selective sorbents and extractants of precious metals, preparations for protection of leather, fur, fabrics against biodamage, biologically active substances with respect to various microorganisms and sulfate-reducing bacteria.

1 tbl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to field of organic chemistry, namely, to method of obtaining N-(1,5,3-dithiazonan-3-yl)amides of general formula (1) where R=p-C5H4N (a), (CH3)3CO (b), m-C5H4N (c), which consists in the fact, that N1,N1,N8,N8-tetramethyl-2.7-dithiaoctane-1.8-diamine is subjected to interaction with hydrazide of general formula RC(O)NHNH2 [R=upper said] in presence of catalyst samarium nitrate crystalhydrate Sm(NO3)3·6H2O, at molar ratio N1,N1,N8,N8-tetramethyl-2.7-dithiaoctane-1.8-diamine: RC(O)NHNH2 : Sm(NO3)3·6H2O = 10 : 10 : (0.3-0.7) at temperature 75-85°C and atmospheric pressure in mixture of solvents ethyl alcohol-chloroform for 20-28 h.

EFFECT: method of obtaining novel compounds, which can be applied as biologically active compounds, selective sorbents and extractants of noble and precious metals, is developed.

1 tbl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to compounds of general formula or , where Ar1 represents phenyl group, optionally substituted with one or several identical or non-identical halogen atoms; R1 represents hydrogen atom; R4, R5, R6a, R6b represent hydrogen atoms; Y, Z independently represent linear C1-4 alkylene group, optionally substituted with one linear C1-4 alkyl group; Ar2 stands for condensed with benzene 5-membered heterocyclic ring, containing one nitrogen atom and one sulphur atom, substituted with one linear C1-4 alkyl group, or derivative of 5- or 6-membered heterocyclic ring, containing one nitrogen atom and one sulphur atom, condensed with heteroaromatic 6-memebered ring, containing one or two nitrogen atoms, substituted with one linear C1-4 alkyl group, linear C1-4 alkoxygroup or group -NR7R8, where R7 and R8 independently stand for hydrogen atom, linear or branched C1-4 alkyl group, or R7 and R8 together with nitrogen atom form group of general formula , where R2, R3 represent linear C1-4 alkyl groups, A stands for group -CHR12, oxygen atom or group -NR9, where R12 and R9 stand for hydrogen atom or linear C1-4 alkyl group, m has value 1 or 2, n has value 1 or 2, o has value 0 or 1, p has value 0 or 1, Q stands for group -O-, group -N--H or group -N--CO-R10, where R10 stands for linear C1-4 alkyl group or -NH-R11 group, where R11 represents linear C1-4 alkyl group; and to their salts. Invention also relates to methods of obtaining therein and to based on them pharmaceutical composition, possessing antagonistic activity with respect to receptor CCR3.

EFFECT: obtained are novel compounds and based on them pharmaceutical compositions, which can be applied in medicine for obtaining medication, intended for treating asthma, allergic rhinitis, atopic dermatitis, eczema, inflammatory intestinal diseases, ulcerous colitis, Crohn's disease, allergic conjunctivitis, multiple sclerosis or HIV-infection and AIDS-associated diseases.

14 cl, 3 tbl, 26 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to a method of producing a salt of tetrazole methanesulphonic acid of formula (I) , which involves acylating a compound (II) with a compound (III) and then adding methanesulphonic acid. The invention also relates to an intermediate compound of formula (II) and a method for production thereof.

EFFECT: method according to the present invention can cut reaction time, improve safety and enables to obtain salts of tetrazole methanesulphonic acid of high purity with high output without using a column chromatography technique.

22 cl, 2 tbl, 3 ex

FIELD: biotechnologies.

SUBSTANCE: invention refers to a compound of formula (I):

,

where R1 represents NR7C(O)R8 or NR9R10; R2 represents hydrogen; R3 represents halogen; R4 represents hydrogen, halogen, cyano, hydroxy, C1-4alkyl, C1-4alkoxy, CF3, OCF3, C1-4alkylthio, S(O)(C1-4alkyl), S(O)2(C1-4alkyl), CO2H or CO2(C1-4alkyl); R5 represents C1-6alkyl (replaced with NR11R12 or heterocyclyl that represents nonaromatic 5-7-membered ring containing 1 or 2 heteroatoms independently chosen from a group containing nitrogen, oxygen or sulphur); R6 represents hydrogen, halogen, hydroxy, C1-4alkoxy, CO2H or C1-6alkyl (possibly replaced with NR15R16 group, morpholinyl or thiomorpholinyl); R7 represents hydrogen; R8 represents C3-6cycloalkyl (possibly replaced with NR24R25 group), phenyl or heteroaryl, which represents aromatic 5- or 6-membered ring containing 1 to 3 heteroatoms independently chosen from the group containing nitrogen, oxygen and sulphur, and which is probably condensed with one 6-membered aromatic or nonaromatic carbocyclic ring or with one 6-membered aromatic heterocyclic ring, where the above 6-membered aromatic heterocyclic ring includes 1 to 3 heteroatoms independently chosen from a group containing nitrogen, oxygen and sulphur; R9 represents hydrogen or C1-6alkyl (possibly replaced with pyrazolyl); R10 represents C1-6alkyl (possibly replaced with phenyl or heteroaryl group, which represents aromatic 5- or 6-membered ring containing 1 or 2 heteroatoms independently chosen from the group containing nitrogen, oxygen or sulphur, and which is possibly condensed with one 6-membered heterocyclic ring, where the above 6-membered aromatic heterocyclic ring contains 1 or 2 heteroatoms independently chosen from the group containing nitrogen, oxygen or sulphur; where the above phenyl and heteroaryl groups in R8, R9 and R10 are possibly independently replaced with the following group: halogen, hydroxy, C(O)R42, C1-6alkyl, C1-6hydroxyalkyl, C1-6halogenoalkyl, C1-6alkoxy(C1-6)alkyl or C3-10cycloalkyl; unless otherwise stated, heterocyclyl is possibly replaced with group of C1-6alkyl, (C1-6alkyl)OH, (C1-6alkyl)C(O)NR51R52 or pyrrolidinyl; R42 represents C1-6alkyl; R12, R15 and R25 independently represent C1-6alkyl (possibly replaced with hydroxy or NR55R56 group); R11, R16, R24, R51, R52, R55 and R56 independently represent hydrogen or C1-6alkyl; or to its pharmaceutically acceptable salts.

EFFECT: new compounds are obtained, which can be used in medicine for treatment of PDE4-mediated disease state.

10 cl, 2 tbl, 202 ex

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry and specifically to compounds of formula or a pharmaceutically acceptable salt of such a compound, where - X is a carbon atom and R1a and R2a together form a bond; or - X is a carbon atom, R1a and R2a together form a bond, and R1 and R2 together form a moiety , where the asterisk shows the bonding site of R2; or - X is a carbon atom, R1a is hydrogen or (C1-4)alkoxy, and R2a is hydrogen; and R1 and R2, unless indicated otherwise, independently denote hydrogen; (C1-5)alkyl; aryl, where aryl denotes naphthyl or phenyl, where said aryl is unsubstituted or independently mono- or disubstituted, where the substitutes are independently selected from a group consisting of (C1-4)alkyl, (C1-4) alkoxy and halogen; or heteroaryl, selected from pyridyl, thienyl, oxazolyl or thiazolyl, where said heteroaryl is unsubstituted; under the condition that if R2 is aryl or heteroaryl, R1 cannot be aryl or heteroaryl, where the aryl and heteroaryl are independently unsubstituted or substituted as defined above; R3 is hydrogen or -CO-R31; R31 is (C1-5)alkyl, (C1-3)fluoroalkyl or (C3-6)cycloalkyl; n equals 1, 2, 3 or 4; B is a -(CH2)m- group, where m equals an integer from 1 to 3; A is-(CH2)P-, where p equals 2 or 3; R4 is (C1-5)alkyl; W is , where R5 is hydrogen or (C1-5)alkyl; R8, R9 and R10 is independently hydrogen, halogen, (C1-5)alkyl, hydroxy, -(C1-5)alkoxy, -O-CO-(C1-5)alkyl, (C1-3)fluoroalkyl, (C1-3)fluoroalkoxy, -CO-(C1-5)alkoxy, (C1-2)alkoxy-(C1-4)alkoxy or -NH-CO-(C1-5)alkyl. The invention also relates to a pharmaceutical composition based on a compound of formula (I).

EFFECT: novel compounds which are useful as calcium channel blockers are obtained.

11 cl, 2 tbl, 166 ex

FIELD: chemistry.

SUBSTANCE: invention relates to triazole compounds which are represented by specific chemical formulae and which can be used for preventing or treating diseases in which 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) participates, particularly dementia. It was found that the triazole derivative, in which one of 3rd and 5th positions of the triazole ring accommodates a (di)alkyl methyl or cycloalkyl, each substituted, -O-aryl or heterocyclic group, each of which can be substituted, or (lower alkylene)cycloalkyl, and the other position accommodates an aryl, heterocyclic or cycloalkyl group, each of which can be substituted, or a pharmaceutically acceptable salt thereof, has powerful inhibiting action on 11β-HSD1.

EFFECT: improved properties of the derivatives.

8 cl, 141 tbl, 89 ex

FIELD: chemistry.

SUBSTANCE: invention relates to compounds of general formula (I) , where is a substituted 5-member heteroaryl ring selected from thienyl, thiazolyl, oxazolyl, pyrrolyl, imidazolyl or pyrazolyl, W is selected from a group comprising N and -C=; M is selected from a group comprising -C(O)N(R1)OR2, -CXCONR1R2 and -C(O)OR1, or M is -C1-C2alkyl-C(O)N(R1)OR2, wherein is , R1 and R2 are independently selected from a group comprising -H, C1-C3-alkyl, C6-aryl, and C1-C3-alkyl-C6-aryl; R is selected from a group comprising H, C1-C3alkyl, halogen, NR1R2, -OR1 and C6aryl; n is an integer from 0 to 1; L and Y are as indicated in the claim; and to compounds of formula (II) , where L2 is selected from a group comprising H, - C0-C3alkyl- C6aryl, -C0-C3alkyl-heteroaryl, where the heteroaryl is pyridyl; -C1-C6alkyl, Y and M are the same as for compounds of formula (I). The invention also relates to a pharmaceutical composition based on compounds (I) and (II), having inhibiting action on histone deacetylase (HDAC), a method of inhibiting and a method of treating a disease which is sensitive to the HDAC inhibitor.

EFFECT: compounds of formula I and II as histone deacetylase inhibitors.

18 cl, 18 dwg, 10 tbl, 19 ex

FIELD: chemistry.

SUBSTANCE: invention relates to novel phenylaminopyrimidine compounds of formula I, which are JAK kinase inhibitors. In particular, these compounds selectively act on JAK2 kinase. The compounds can be used to treat diseases such as immunological and inflammatory diseases; hyperproliferative diseases, myeloproliferative diseases; viral diseases; metabolic diseases; and vascular diseases. In the compound of formula I , Q and Z are independently selected from N and CR1; R1 is independently selected from hydrogen, halogen, R2, OR2, OH, R4, OR4, CN, CF3, (CH2)nN(R2)2, where n equals 1,2 or 3, NO2, R2R4, NR2SO2R3, COR4, NR2COR3, CO2H, CO2R2, NR2COR4, R2CN, R2OH, R2OR3 and OR5R4; or two substitutes R1 together with carbon atoms with which they are bonded form an unsaturated 5- or 6-member heterocyclic ring containing 1-4 N atoms; R2 is C1-4alkyl; R4 is R2, C2-4alkenyl or phenyl; R4 is NH2, NHR2, N(R1)2, substituted or unsubstituted morpholine, CH2morpholine, substituted or unsubstituted thiomorpholine, substituted or unsubstituted thiomorpholino-1-oxide, substituted or unsubstituted thiomorpholino-1,1-dioxide, substituted or unsubstituted piperazinyl, substituted or unsubstituted piperidinyl, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrrolidinyl, substituted or unsubstituted pyrrolyl, substituted or unsubstituted oxazolyl, substituted or unsubstituted imidazolyl, substituted or tetrahydrofuranyl unsubstituted and substituted or unsubstituted tetrahydropyranyl; R5 is C2-4alkylene; R6-R9 are independently selected from H, RXCN, halogen, substituted or unsubstituted C1-4alkyl, OR1, CO2R1, N(R1)2, NO2 and CON(R1)2, wherein at least one of R6-R9 is RXCN; the rest of the values of the radicals are given in the claim.

EFFECT: high efficiency of treatment.

29 cl, 7 dwg, 2 tbl, 93 ex

FIELD: chemistry.

SUBSTANCE: invention relates to field of organic chemistry, namely, to method of obtaining N-(1,5,3-dithiazonan-3-yl)amides of general formula (1) where R=p-C5H4N (a), (CH3)3CO (b), m-C5H4N (c), which consists in the fact, that N1,N1,N8,N8-tetramethyl-2.7-dithiaoctane-1.8-diamine is subjected to interaction with hydrazide of general formula RC(O)NHNH2 [R=upper said] in presence of catalyst samarium nitrate crystalhydrate Sm(NO3)3·6H2O, at molar ratio N1,N1,N8,N8-tetramethyl-2.7-dithiaoctane-1.8-diamine: RC(O)NHNH2 : Sm(NO3)3·6H2O = 10 : 10 : (0.3-0.7) at temperature 75-85°C and atmospheric pressure in mixture of solvents ethyl alcohol-chloroform for 20-28 h.

EFFECT: method of obtaining novel compounds, which can be applied as biologically active compounds, selective sorbents and extractants of noble and precious metals, is developed.

1 tbl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to organic synthesis and specifically to a method of for phase production of 1,7,13,19,25,31,37,43-octathia-3,5,9,11,15,17,21,23,27,29,33,35,39,41,45,47-hexadecaazacyclooctatetracontane-4,10,16,22,28,34,40,46-octathione (I) and then 5,6-dihydro-2H-thiadiazine hydroiodide (II) of formulae: I, n=7, II, which involves reacting hydrogen sulphide-saturated aqueous formaldehyde solution (37%) with freshly prepared solution of thiocarbamide - n-BuONa in ratio thiocarbamide: CH2O:H2S:n-BuONa of 1:3:2:2 at 40°C and constant stirring for 6 hours, followed by reacting the obtained macroheterocycle (I) with CH3I (1:10) for 7 days.

EFFECT: method of producing novel compounds which can be used as selective sorbents and extractants of ore and precious metals and as biocides.

1 cl, 1 ex

FIELD: chemistry.

SUBSTANCE: N,S-containing heterocycle obtained using the disclosed method can be used as a selective sorbent and extraction agent for precious metals, and as a special reagent for inhibiting bacterial action in different media. The method involves reaction of hydrogen sulphide-saturated aqueous formaldehyde solution with o-aminothiophenol in the presence of EtOH at 20-80°C and stirring for 3 hours. Output of the desired product is equal to 79% at 20°C and 83% at 80°C.

EFFECT: high output.

1 cl, 1 ex

The invention relates to organic chemistry, in particular to a method to obtain 5-chloro-4-/(2-imidazolin-2-yl)amino/-2,1,3-benzothiadiazole (I) the interaction of 5-chloro-4-amino-2,1,3-benzothiadiazole (II) with 1-acetyl-2-imidazolidone (III) in the environment of phosphorus oxychloride at a temperature of 50-60With subsequent distillation of the excess of phosphorus oxychloride, treatment of the residue with water, alkalization aqueous solution of sodium hydroxide, isolation from the reaction mixture of the product of the interaction and its hydrolysis by sodium hydroxide in water-methanol mixture followed by distillation of methanol, cooling the residue, filtering and drying precipitated the desired product, 1-acetyl-2-imidazolidone pre-treated with phosphorus oxychloride at 25-30With the subsequent introduction into the reaction mass 5-chloro-4-amino-2,1,3-benzothiadiazole, the product of the interaction allocate processing aqueous solution of active charcoal, alkalinization of the clarified solution by filtration and subjected to the selected product to hydrolysis in aqueous pastes
The invention relates to a method for producing 5-chloro-4-/(2-imidazolin-2-yl)amino/-2,1,3-benzothiadiazole the hydrochloride by hydrochlorination 5-chloro-4-/(2-imidazolin-2-yl)amino/-2,1,3-benzothiadiazole of concentrated hydrochloric acid in the environment of ethyl alcohol at 20-35With target product is separated from the reaction mixture by dilution with water, heating to 75-80With that clarification of the resulting solution activated carbon, cooling the clarified solution to 0-2With, then the selected product is filtered, washed with alcohol and dried at 70C in vacuum (120 mm RT.CT.) get 5-chloro-4-/(2-imidazolin-2-yl)amino/-2,1,3-benzothiadiazole hydrochloride with a melting point 292-294C (with decomposition) and mass fractions of the main substance of at least 99.8%, the product yield is 80% on the original basis

The invention relates to a single-stage process for the preparation of new chemical compounds - cyclocarbonate

FIELD: chemistry.

SUBSTANCE: N,S-containing heterocycle obtained using the disclosed method can be used as a selective sorbent and extraction agent for precious metals, and as a special reagent for inhibiting bacterial action in different media. The method involves reaction of hydrogen sulphide-saturated aqueous formaldehyde solution with o-aminothiophenol in the presence of EtOH at 20-80°C and stirring for 3 hours. Output of the desired product is equal to 79% at 20°C and 83% at 80°C.

EFFECT: high output.

1 cl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to organic synthesis and specifically to a method of for phase production of 1,7,13,19,25,31,37,43-octathia-3,5,9,11,15,17,21,23,27,29,33,35,39,41,45,47-hexadecaazacyclooctatetracontane-4,10,16,22,28,34,40,46-octathione (I) and then 5,6-dihydro-2H-thiadiazine hydroiodide (II) of formulae: I, n=7, II, which involves reacting hydrogen sulphide-saturated aqueous formaldehyde solution (37%) with freshly prepared solution of thiocarbamide - n-BuONa in ratio thiocarbamide: CH2O:H2S:n-BuONa of 1:3:2:2 at 40°C and constant stirring for 6 hours, followed by reacting the obtained macroheterocycle (I) with CH3I (1:10) for 7 days.

EFFECT: method of producing novel compounds which can be used as selective sorbents and extractants of ore and precious metals and as biocides.

1 cl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to field of organic chemistry, namely, to method of obtaining N-(1,5,3-dithiazonan-3-yl)amides of general formula (1) where R=p-C5H4N (a), (CH3)3CO (b), m-C5H4N (c), which consists in the fact, that N1,N1,N8,N8-tetramethyl-2.7-dithiaoctane-1.8-diamine is subjected to interaction with hydrazide of general formula RC(O)NHNH2 [R=upper said] in presence of catalyst samarium nitrate crystalhydrate Sm(NO3)3·6H2O, at molar ratio N1,N1,N8,N8-tetramethyl-2.7-dithiaoctane-1.8-diamine: RC(O)NHNH2 : Sm(NO3)3·6H2O = 10 : 10 : (0.3-0.7) at temperature 75-85°C and atmospheric pressure in mixture of solvents ethyl alcohol-chloroform for 20-28 h.

EFFECT: method of obtaining novel compounds, which can be applied as biologically active compounds, selective sorbents and extractants of noble and precious metals, is developed.

1 tbl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to field of organic chemistry, namely to method of obtaining N-(1,5,3-dithiazonan-3-yl)amides of general formula (1): where R=p-C5H4N (a), (CH3)3CO (b), m-C5H4N (c), which consists in the following: hydrazides of general formula RC(O)NHNH2 (R=mentioned above) undergo interaction with 1,4-butanedithiol, preliminarily mixed at 20°C with water formaldehyde solution, in presence of catalyst crystallohydrate of copper chloride CuCl2·2H2O with molar ration 1,4-butanedithiol: CH2O : RC(O)NHNH2 : CuCl2·2H2O = 10:20:10:(0.3-0.7) at 75-85°C and atmospheric pressure for 44-52 h.

EFFECT: elaborated is method of obtaining novel compounds, which can be applied as biologically active compounds, selective sorbents and extractants of noble and precious metals.

1 tbl, 1 ex

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