FIELD: organic chemistry, chemical technology.
SUBSTANCE: invention relates to a method for synthesis of 3,4'-diamino-4-R-benzophenones of the general formula: wherein R means Cl, Br, F, -CH3, -OCH3,
that are used as intermediate product in synthesis of azo dyes useful for staining protein fibers and possessing the unique indices of thermal stability. Method involves steps for nitration reaction of substituted benzophenones with potassium nitrate in concentrated H2SO4, nucleophilic replacing halogen (wherein R means Cl) in interaction with O- and N-nucleophilic compounds in dimethylsulfoxide (DMSO) medium in the presence of K2CO3 and reduction of 3,4'-dinitro-4-R-benzophenones. The nitration reaction of synthesized benzophenones is carried out at temperature 20oC for 5 h in the mole ratio 4'-nitro-4-R-benzophenone : KNO3 = 1.0:1.15. Nucleophilic replacing halogen is carried out at temperature 40-60oC for 1-5 h in the mole ratio substrate : nucleophilic compound = 1.0:1.05, and reduction of dinitrobenzophenones is carried out with SnCl2 x 2H2O in 18% HCl medium, in the mole ratio 3,4'-dinitro-4-R-benzophenone : SnCl2 x 2H2O = 1:6, at temperature 20oC for 0.15 h. Invention provides decreasing cost of synthesis, reducing time and temperature in carrying out the process, enhancing purity and yield of end products.
EFFECT: improved method of synthesis.
4 tbl, 4 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF OBTAINING 3, 4'-DIAMINO-4-R-BENZHYDROLS | 2008 |
|
RU2365578C1 |
METHOD FOR SYNTHESIS OF 4-(3,4-DIAMINOPHENOXY)BENZOIC ACID ESTERS | 2009 |
|
RU2409555C1 |
METHOD FOR SYNTHESIS OF 4-(3,4-DIAMINOPHENOXY)BENZOIC ACID | 2009 |
|
RU2409554C1 |
DERIVATIVES OF MUTILINS AND THEIR USING AS ANTIBACTERIAL AGENTS | 2000 |
|
RU2276135C2 |
METHOD OF PRODUCING SUBSTITUTED BENZOFURAN-5,6-DICARBONITRILES | 2009 |
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METHOD OF TREATMENT OR PREVENTION OF PHYSIOLOGICAL AND/OR PATHOPHYSIOLOGICAL CONDITIONS MEDIATED BY GROWTH HORMONE SECRETION STIMULATING RECEPTORS, TRIAZOLE AND BASED PHARMACEUTICAL COMPOSITION | 2006 |
|
RU2415134C9 |
METHOD OF OBTAINING 7-R-PYRIDO[1,2-a]BENZIMIDAZOLES | 2012 |
|
RU2522549C1 |
METHOD OF SYNTHESIS OF 1-(PARA-R-PHENYLAZO)-3-NITRONAPHTHALENES | 1998 |
|
RU2163611C2 |
METHOD OF PRODUCING 1,3-BIS(3,4-DIAMINOPHENOXY)BENZENE HYDROCHLORIDE | 2010 |
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RU2439052C1 |
METHOD FOR SYNTHESIS OF 1-(2-AMINO-4-NITROPHENYL)-2-R-BENZIMIDAZOLES | 2024 |
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RU2825732C1 |
Authors
Dates
2008-03-10—Published
2006-11-27—Filed