Higher n-acyl-n, n1-triphenylaminoisobutyrate chlorides having the ability to inhibit chemical metal corrosion in hydrogen sulfide-containing saline environments


(57) Abstract:

Usage: in metallurgy, as a corrosion inhibitor metal in hydrogen sulfide-containing environments. The inventive product of the highest N-acyl-N N1N2-triphenyl--aminoisobutyrate f-crystals PhN(CnH2n+1C=O)CH2C(CH3)H-C-NHPh[(+)NHPh)Cl-where n =8,10,17. BF C31H40ClN30. So pl. 159-160C. a Yield of 92%. BF C33H44ClN30. So pl. 166-168C. the Yield 95% CF C40H58ClN30. So pl. 148-150C. the Yield 89%. Reagent 1: acylchlorides. Reagent 2: N, N1N2-triphenyl--aminoisobutyrate. Reaction conditions: anhydrous sulphuric ether. table 2.

The invention relates to the field of organic chemistry, specifically to derived-aminoadamantane acid - higher N-acyl-N,N1N2- triphenyl- -aminoisobutyrate chlorides (hydrochloridum higher N-acyl-N, N1N2-triphenyl- -aminoisobutyrate) of General formula (I) having the ability to inhibit chemical (corrosive environment) corrosion of metals in saline environments containing hydrogen sulfide, i.e., under conditions typical of oilfield equipment and pipelines in needoba is, what some of which have high antiviral activity [1]. Among the derivatives of aminoamides closest structural analogue of the claimed compounds (I) is a-amino-N-stearoylethanolamine (II) [2].

The main difference of structure (II) of the inventive compounds (I) is the lack of phenyl substituents at the nitrogen atoms amidnogo portion and an acylated amino group. Such substituents are present in the structures of N-acetyl-N,N1N2triacylglycerides (III) [5], is also able to provide structural analogues of the claimed compounds.

About any practically useful properties of substances (II) and (III) is unknown.

The claimed structure (I) are bifunctional and can be considered as a combination of the amide fragment (specifically, anilide) higher saturated carboxylic acid (A), N1N2-disubstituted ameeneemagu fragment (B) and connecting the hydrocarbon level (S).



Information about the ability amidaniel salts (fragment B) or free amidino to inhibit the corrosion of metals in the literature is missing. At the same time there is information about high efficiency amides vissible similar in structure to the claimed substances (I), having the ability to inhibit the corrosion of metal (the prototype) is stearylamine (IV).

However, in terms of this hydrogen-sulfide corrosion inhibitor insufficiently active (see below).

Object of the invention is the identification of new derivatives of amides of higher carboxylic acids, showing an increased ability to inhibit metal corrosion in hydrogen sulfide-containing saline environments.

This object is achieved by the claimed compounds of General formula (I) having the ability to inhibit chemical metal corrosion in hydrogen sulfide-containing saline environments. The ability to inhibit corrosion of the metal of the proposed connection is superior to known structural analogues.

These compounds are obtained by acylation of N1N2-diphenyl - N - phenylaminopyrimidine anhydrides of higher carboxylic acids.

P R I m e R 1. N1N2-diphenyl - N-phenylamino-N-palagonitization (I, n=8).

To a solution of 2.0 g (0,006 mol) of N1N2-diphenyl - N - phenylaminopyrimidine in 30 ml of anhydrous sulphuric ether under stirring was added 1.07 g (0,006 mol) of pearsonville 20 LASS="ptx2">

CH2C(CH3) C (I)

C17HNHPh(VI)< / BR>
P R I m m e R 2. N1N2-diphenyl - N-phenylamino-N - underinvestigation (I, n=10) are obtained analogously to example 1 from 2.1 g (0,0063 mol) of N1N2-diphenyl - N - phenylaminopyrimidine and 1.3 g (0,0063 mol) of undegenerated.

P R I m e R 3. N1N2-diphenyl - N-phenylamino-N - stearoylethanolamine chloride (I, n= 17) are obtained analogously to example 1 from 2.1 g (0,0063 mol) of N1N2-diphenyl - N - phenylisopropylamine and of 1.93 g (0,0063 mol) of staurolite.

The compounds are slightly soluble in water, soluble in alcohols, dipolar aprotic solvents, chloroform.

The claimed compounds are presented in table. 1. Their structure proved elemental analysis data of IR-, UV - and PMR spectra.

In the IR spectra of the products (vaseline oil) recorded the absorption band of skeletal vibrations of aromatic cycles at 1495-1500 and 1595-1600 cm-1, (N+(H) when 1570-1575 cm-1, (N N) around 1615 cm-1the most intense absorption band (C=0) around 1660 cm-1and a series of absorption bands (N+(H) in the interval 2400-2800 cm-1with highs of about 2695 and 2735 cm-1. In the UV spectra (in methanol is s absorption in the region of 260 nm in the UV spectra, as well as the position of the peak (S=0) at 1660 cm-1and not at 1690 cm-1as in the N1N2-diphenyl-N1-acetylcytidine, the presence in the PMR spectra (DCl3) broadened singlet (N+-H) diphenylsilane ameeneemagu fragment in the field 12,15 memorial plaques indicate that the acyl substituent in the products (I) is located at the amino group, and not attached to medinova fragment [5].

Test inhibitors of corrosion of metals in serovodorodsoderzhashchij mineralized environment spend on steel 3 for 6 h according OST 39-099-79 [9] in a standard solution with a density of 1.12 g/cm3containing, g/l: sodium chloride 144; calcium chloride 23, magnesium chloride 22; calcium sulfate 1,4, white spirit of 0.7, the sulfide of 0.10.

The results of the tests of the claimed compounds and the corresponding data for the prototype (stearylamine) and used in the oil industry inhibitor API-2 on THE other 6-02-1076-76 representing hydrochloride a mixture of aminopropanol [10] are given in table.2.

The examination table. 2 shows that the proposed connections provide practical protection against chemical corrosion (Z 90% and above at a concentration of 50 mg/l), whereas ANP-2 shows the same activity that prototip) at a concentration of 50 mg/l 2.25 times less active, than the worst of the inventive sample (example 3) and 5 times than the best (example 2). The best of the inventive samples (example 2) inhibits corrosion in fluids containing hydrogen sulfide mineralized environment 20 times that provides almost complete protection against corrosion.

The properties possessed by the inventive compounds (I), may be able to find a use for them in the oil industry for corrosion protection systems for maintaining reservoir pressure and pipelines.

Higher N-acyl-N, N1N2-triphenyl- -aminoisobutyrate chlorides of General formula


where n = 8, 10, 17,

having the ability to inhibit chemical metal corrosion in hydrogen sulfide-containing saline environments.


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The invention relates to methods for the stable solution of isetionate of pentamidine, which can be used to produce aerosols based on it

FIELD: pharmaceutical industry, medicine.

SUBSTANCE: invention relates to new compounds of formula


wherein A and B are independently CH or CR3; X is C=O or (CR4aR4b)m, (m = 1 or 2); Y is S(O)n-R2 (n = 1 or 2), S(O)n-NR2R2, or S(O)n-OR2; N1 and N2 are nitrogen atoms; Q and R1 are independently 1) optionally substituted C1-C10-alkyl; 2) optionally substituted aralkyl containing C6-C10-aryl, attached to C1-C10-alkyl; 3) optionally substituted aralkenyl containing C5-C10-aryl, attached to C1-C10-alkenyl; 4) optionally substituted C6-C10-aryl; 5) optionally substituted aryl, containing 5-10 ring atoms, selected from carbon and sulfur; each R2 and R3 are hydrogen; R4a, R4b, R5, and R6, are independently hydrogen; R2 and R3 are independently hydrogen or C1-C6-alkyl; as well as acid and base additive salts thereof. Also disclosed are method for production of claimed compounds, pharmaceutical composition inhibiting serine protease enzymes and therapeutic method based thereon.

EFFECT: new compounds and pharmaceutical composition for thrombosis preventing or abnormal thrombosis treatment.

11 cl, 7 tbl, 15 ex

FIELD: organic chemistry, biochemistry, medicine, pharmacy.

SUBSTANCE: invention relates to new derivatives of phenylglycine of the formula (I) , to their hydrates or solvates, and/or to physiologically acceptable salts and/or physiologically acceptable esters possessing inhibitory effect on amidolytic activity of the complex factor VIIa/tissue factor that can be used for therapeutic and/or prophylactic treatment of diseases, for example, thrombosis. In the formula (I) R1 means (C1-C6)-alkyl; R2 means hydrogen atom, hydroxy-(C1-C6)-alkoxy-, (C1-C6)-alkoxycarbonyloxy-, (C1-C6)-alkoxy-group or halogen-(C1-C6)-alkoxycarbonyloxy-(C1-C6)-alkoxy-group; R3 means hydrogen atom, (C1-C6)-alkoxy- or heterocycloalkyloxy-group wherein heterocycloalkyl group means 5-6-membered ring comprising a heteroatom taken among nitrogen and oxygen atom; R4 means hydrogen atom or ester residue that is cleaved off under physiological conditions. R5 means hydrogen atom, hydroxy-group, (C1-C6)-alkoxycarbonyl, halogen-(C1-C6)-alkoxycarbonyl, (C6)-aryloxycarbonyl,(C6)-arylalkoxycarbonyl, (C1-C6)-alkoxy-(C1-C6)-alkoxy(C1-C6)-alkoxycarbonyl, (C3-C6)-cycloalkyloxycarbonyl, (C2-C6)-alkynyloxycarbonyl, 5-methyl-2-oxo[1,3]dioxol-4-yl-methoxycarbonyl, (C6)-arylcarbonyloxy-, (C1-C6)-alkylaminocarbonyloxy-group, (C1-C6)-alkylcarbonyl, arylcarbonyl, arylaminocarbonyl or heteroarylcarbonyl wherein heteroaryl represents 5-6-membered ring comprising nitrogen atom the cycle; X means atom F, Cl or Br. Also, invention relates to a method for preparing compounds, intermediates substances and pharmaceutical composition and a method for treatment.

EFFECT: improved preparing method, valuable medicinal properties of agents and composition.

29 cl, 5 ex

FIELD: organic chemistry, fungicides.

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EFFECT: valuable biological properties of compounds.

10 cl, 14 tbl, 164 ex

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EFFECT: valuable biological and medicinal properties of compounds and pharmaceutical compositions.

11 cl, 1 tbl, 113 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing N'-benzoyl-N-substituted amidines of 3-phenoxy benzoic acid or derivatives thereof, having formula , where X=(C2H5)2N-; ; ; ; ; where Y - is a single bond. If ; then Y= , ,

. The method involves reacting N'-benzoyl-substituted ethylimiate of 3-phenoxy benzoic acid or derivatives thereof with amines from the group: diethylamine, aniline, p-nitroaniline, p-chloroaniline, p-bromoaniline in a medium of absolute benzene or chloroform in molar ratio of 1:1.2-1.26, at temperature 55-76C for 1-3 hours.

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1 cl, 8 ex

FIELD: medicine, pharmaceutics.

SUBSTANCE: present invention refers to compounds of formula

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6 cl, 2 tbl, 5 ex

FIELD: chemistry.

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2 cl, 1 ex, 3 tbl

FIELD: chemistry.

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20 cl, 3 ex

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1 tbl

FIELD: corrosion protection.

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EFFECT: augmented protection effect.

1 tbl

FIELD: corrosion protection.

SUBSTANCE: invention relates to protection of metals against acid corrosion in water-salt hydrogen sulfide-containing media, especially to a method for preparing bactericidal corrosion inhibitor for use in oil and gas production industry, in crude oil treatment and petroleum, gas, and petrochemical products processing. Method comprises mixing nitrogen-containing and formaldehyde-containing compounds, the former being monomethylamine/dimethylamine mixture, at amine-to-formaldehyde molar ratio 1:(1.5-2.0).

EFFECT: achieved high level of protection against corrosion, acquired bactericidal properties, reduced toxicity, and lowered cost.

1 tbl

FIELD: corrosion protection.

SUBSTANCE: invention, in particular, relates to protection of oil-field equipment to suppress vitality of microorganisms and to inhibit corrosion in hydrogen sulfide-containing and acidic media, in oil production, transportation, and storage systems as well as in flooded formations. Task is solved by that, in a method of preparing corrosion inhibitor-bactericide, alkyl-substituted pyridines are brought into reaction alkyl bromides at elevated temperature, said alkyl-substituted pyridines being picolines or picoline fractions at molar ratio of picolines or picoline fractions to C10-C16-alkyl bromides 1.05:1. Picolines or picoline fractions are introduced into three-step reaction each time by 0.35 mole with time interval 40-50 min, while overall reaction proceeds for 2-5 h at 120-140°C. If necessary, reaction product is mixed with solvent to form 20-70% reagent solution.

EFFECT: simplified preparation technology and imparted hydrogen sulfide bacteria growth suppression.

4 tbl, 10 ex

FIELD: protection of metals against atmospheric corrosion by means of inhibitors; long-term preservation of metalwork and articles made from ferrous and non-ferrous metals.

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EFFECT: extended field of application; enhanced corrosion resistance of articles made from ferrous and no-ferrous metals.

2 tbl

FIELD: corrosion protection.

SUBSTANCE: invention relates to means of protecting oil-field equipment against corrosion and provides inhibitor containing, wt %: alkylbenzyldimethylammonium chloride fraction C10-C18 2.5-10, oxyethylated C8-C18-alkylamine 3-10, ethanolamine 1-5, mixture of polymer-polyols of oxyethylated polypropylene glycol 2.5-7.5, and solvent the balance.

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3 tbl

FIELD: oil and gas production; protection of formation pressure maintenance systems and formation water and waste water utilization systems.

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EFFECT: enhanced efficiency of protection of metals in highly mineralized subacidic media.

3 tbl

FIELD: oil and gas production.

SUBSTANCE: invention relates to protection of gas and oil-field equipment and pipelines operated in three-phase highly mineralized media (water, organics, gas) against corrosion and, more specifically, to a method for preparing corrosion inhibitors based on the product of condensation of polypropylene-polyamines with higher isomeric α-ramified monocarboxylic acids or synthetic fatty acids followed by cyanethylation, oxyalkylation, alkylation, and manufacture of preparative form of inhibitor by adding solvent to a certain portion of active base. Polypropylene-polyamines can be a industrial-grade mixture and above-indicated monocarboxylic acids are those with 6-28 carbon atoms while synthetic fatty acids with 10-28 carbon atoms. Condensation is carried out for 4-6 h at 130-160°C while simultaneously distilling off water, after which reaction mixture is heated to 230-250°C for 1.0-2.5 h in inert gas flow. Resulting products are subjected to cyanethylation, oxyalkylation, and alkylation at 35-80°C for 2-4 h. Preparative form of inhibitor is obtained by adding solvent at 250°C, said solvent being product obtained via amination of bottom residue from butyl alcohol production or aminated distillate thereof.

EFFECT: achieved efficient protection of metals against corrosion in hydrogen sulfide-containing three-phase media.

3 cl, 2 tbl, 15 ex

FIELD: organic chemistry, anticorrosive substances.

SUBSTANCE: invention relates to a method for protection members, machines, constructions and buildings made of carbonic and low-alloyed steels against corrosion that in the exploitation process contact with aqueous solutions of salts, acids, industrial and domestic-sewage waters, sea water and wetted soils also. Method involves addition of inhibitor wherein aminoester salt is used as inhibitor of the general formula: wherein R means -CH2C6H5; -CH(C6H5)2; -CH(C6H5)3; -CH2CH3; -CH(CH3)2; -C(CH3)3; R' means -CH3; -C2H5; -C3H7; -OC2H5; -OC3H7; R'' means 2HCl; 2HBr; HCl.HBr; 2HF; HCl.HF; HBr.HF. Invention provides preparing inhibitor of corrosion combining properties of biocide and inhibitor of hydrogen absorption steel simultaneously, progressive reducing the steel corrosion rate with the increasing concentration of added organic substance.

EFFECT: improved method of steel protection, valuable properties of inhibitor.

8 tbl, 1 dwg

FIELD: corrosion protection.

SUBSTANCE: inhibitor represents product from interaction of monochloroacetic acid, nonionic surfactant, and hexamethylenetetramine taken at their molar ratio 1:(0.8-1.2):(0.8-1.2), respectively. Inhibitor is intended for used primarily to protect oil-field equipment from hydrogen sulfide corrosion.

EFFECT: enhanced protective properties.

2 cl, 2 tbl, 27 ex