The method of obtaining substituted 1,2,3,4-tetrahydronaphthalene or their pharmaceutically acceptable additive salts of acid
(57) Abstract:Usage: in medicine, in particular as selective inhibitors of the uptake of serotonin, the inventive product - substituted 1, 2. 3, 4 - tetrahydronaphthalene or their pharmaceutically acceptable additive salts of the acids of General f-ly 1: where R and R are different - N or S-s-thioalkyl Reagent i connection f-ly 1, where one of the radicals bromine, and the other is hydrogen Reagent 2 n-utility Reagent 3 corresponding diallyldisulfide reaction Conditions in an inert aromatic solvent table 1. Soedinenie-V 1 /-h, N-CH i C R2-
FIELD: organic chemistry.
SUBSTANCE: invention relates to new method for production of compounds of general formula
R=-NH2, -NHCH2CH2OH, -NHCH2C6H5, -NHNHC6H3(NO2)2, -NHNH2, -NHNHC6H5, -NHCH2СН2NH2.
, , .
Claimed method includes interaction of 2-hydroxy-2-cyanoadamantane with ammonia or derivatives thereof such as piperidine, piperazine, 1,2-diaminoethane, etc, in ethanol medium, at 20-80°C for 8-72 h.
EFFECT: enhanced assortment of adamantine derivatives useful as synthetic intermediates for bioactive compounds, method of increased yield.
1 cl, 10 ex
SUBSTANCE: inventive subject matter is compouns and their pharmaceutically acceptable salts which can be applied in prevention and treatment of diseases caused by HCV infection. Structural formulae of the compounds are presented in the claim.
EFFECT: obtaining anti-HCV medicine including the claimed compound or its pharmaceutically acceptable salt as active component.
2 cl, 100 ex
SUBSTANCE: invention relates to method of obtaining substituted aminobenzhydrols, which can be used as semi-products in synthesis of medications of general formula , where: R1=R3=H, R2=NH2, R4=Cl (1); R1=R3=H, R2=NH2, R4=Br (2); R1=R3=H, R2=NH2, R4=OCH3 (3); R1=R4=H, R2=NH2, R3=Cl (4); R1=H, R2=NH2, R3=Cl, R4=Cl (5); R1=NH2, R2=Cl, R3=R4=H (6); R1=NH2, , R3=R4=H (7); R1=NH2, R2=Cl, R3=H, R4=Cl (8); R1=NH2, , R3=H, R4=Cl (9); R1=NH2, R3=Cl, R2=R4=H (10); R1=NH2, , R2=R4=H (11); R1=NH2, R2=H, R3=Cl, R4=Cl (12); R1=NH2, R2=H, , R4=Cl (13), whish lies in simultaneous reduction of nitro- and carbonyl groups of respective nitrobenzphenones of general formula , where: R1=R3=H, R2=NO2, R4=Cl; R1=R3=H, R2=NO2, R4=Br; R1=R3=H, R2=NO2, R4=OCH3; R1=R4=H, R2=NO2, R3=Cl; R1=H, R2=NO2, R3=Cl, R4=Cl; R,=NO2, R2=Cl, R3=R4=H; R1=NO2, , R3=R4=H; R1=NO2, R2=Cl, R3=H, R4=Cl; R1=NO2, , R3=H, R4=Cl; R1=NO2, R3=Cl, R2=R4=H; R1=NO2, , R2=R4=H; R1=NO2, R2=H, R3=Cl, R4=Cl; R1=NO2, R2=H, , R4=Cl, reducing system Zn-NaBH4 in alcohol with molar ratio of substratum : zinc: sodium tetrahydroborate equal 1 : 3.5 : 0.25.
EFFECT: reduction of synthesis cost, reduction of time and temperature for process carrying out, increase of target products output.
1 cl, 2 tbl, 13 ex
SUBSTANCE: present invention relates to a method for synthesis of 1-aminomethyl-2-phenylacetylenes of formula (1), where is characterised by that, phenylacetylene (Ph-C≡CH) is reacted with gem-diamines R2NCH2NR2, where R2N is as defined above, in the presence of a Sm(NO3)2*6H2O catalyst in molar ratio phenylacetylene: gem-diamine: Sm(NO3)2*6H2O=10:(8-12):(0.2-0.6) at 80°C and atmospheric pressure for 3-5 hours.
EFFECT: new method is designed for synthesis of 1-aminomethyl-2-phenylacetylenes, which can be used in fine organic synthesis, particularly for synthesis of scarce polycyclic compounds.
1 tbl, 1 ex
SUBSTANCE: invention relates to a method of producing cycloalkylamines of general formula Alk-R, where
, , , , , , , , , . The method is realised by reacting a cyclic ketone with an amine derivative and formic acid in the presence of a catalyst. The cyclic ketones used include cyclopentanone, cyclohexanone and 2-adamantanone, and the amine derivative used is formamide, cyclohexylamine, piperidine, morpholine, piperazine, 2-aminoethanol, 1,2-ethylenediamine, and the catalyst used is copper nanoparticles. The process is carried out in molar ratio ketone: amine derivative: HCOOH equal to 1:3-4:5-10, at temperature 100°C for 3-9 hours. The copper nanoparticles can be obtained in situ, as well as beforehand.
EFFECT: high output of cycloalkylamines under milder conditions for carrying out the process.
3 cl, 11 ex
SUBSTANCE: invention relates to a method of producing a heterocyclic compound, involving: reaction of a mixture of 1-methylpiperazine and 5-halogen-2-nitroaniline in a first solvent and at a first temperature ranging from approximately 90°C to approximately 110°C to obtain a compound of formula where the first solvent contains alcohol; cooling the mixture containing the compound of formula VIH to a second temperature ranging from approximately 85°C to approximately 95°C; adding a volume of a second solvent which is different from the first solvent to the mixture, where the second solvent contains water; and forming a suspension of the compound of formula VIH; where the second solvent is heated to the second temperature. The invention also relates to methods of producing a compound of formula VIH using other solvents such as heptane and HO-(CH2)q-OH or HO-CH2CH2OCH2CH2-OH, where q is selected from 2, 3 or 4.
EFFECT: novel method of producing a compound of formula VIH, which enables to obtain a highly pure product which does not require additional purification and is more suitable for use on a large scale owing to the solvents used.
74 cl, 6 ex
SUBSTANCE: invention relates to an improved method of producing cyclohexane and derivatives thereof of general formula R=H, . The method involves producing saturated hydrocarbons and derivatives thereof, which can be used as semi-products in organic synthesis. The method involves hydrogenation of cyclohexene or a derivative thereof, which is selected from 1-(N-piperidino)cyclohexene-1,1-(N-morpholino)cyclohexene-1 or 1,4-dicyclohex-1-enylpiperazine with hydrogen gas at atmospheric pressure of hydrogen in the presence of a nanocatalyst in tetrahydrofuran medium at temperature of 50-70°C for 5-6 hours, followed by extraction of the end product. The nanocatalyst used is nickel nanoparticles which are obtained by reducing nickel (II) chloride with lithium aluminium hydride in situ. The method can also be used to obtain a wider range of cyclohexane derivatives which contain heterocyclic groups.
EFFECT: method enables to conduct the process at atmospheric pressure using a catalyst obtained using a simpler technique, which simplifies the method overall.
SUBSTANCE: method includes reacting anilines of general formula R-C6H4NH2 (where R=H, o-, m-, n-CH3, o-C2H5, o-, m-, n-Cl, n-F) and α,ω-diols (1,4-butanediol, 1,5-pentanediol) in the presence of a catalyst FeCl3·6H2O in the medium of tetrachloromethane at 180°C for 4-8 hours with molar ratio [FeCl3·6H2O]:[RC6H4NH2]:[diol]:[CCl4]=0.2-0.5:100:100-400:20-100. At 180°C and reaction duration of 6 hours, output of N-arylpyrrolidines reaches 45-88%, and output of N-arylpiperidines reaches 33-85%. Synthesis is carried out in an argon atmosphere.
EFFECT: method reduces reaction time and enables to use more affordable catalyst.
1 tbl, 33 ex
SUBSTANCE: invention refers to a method for producing N-substituted thiomorpholines of formula (I) wherein divinylsulphide is reacted with an amine substrate (propylamine, aniline, o-, p-toluidine, monoethanolamine, acetamide) in the presence of the catalyst PdCl2-CF3COOH-PPh3 in the molar ratio of divinylsulphide : amine substrate : PdCl2 : CF3COOH : PPh3 = 10 : 10: (0.3-0.7) : (1.5-3.5) : (0.3-0.7), at a temperature of 55-65°C and an atmospheric pressure for 38-42 h in toluene. In general formula (I), R=CH3(CH2)2, C6H5, o-, p-CH3C6H4, C2H4OH, CH3CO.
EFFECT: one-stage high-yield production of the divinylsulhide compounds.
1 tbl, 1 ex