FIELD: organic chemistry, chemical technology.
SUBSTANCE: invention relates to a method for synthesis of 5(6)-amino-2-(4'-aminophenyl)-benzimidazole. Method involves the acylation reaction of 2,4-dinitroaniline with 4-nitrobenzoyl chloride in the presence ferric chloride as a catalyst in a solvent medium chosen from chlorobenzene, para-xylene, technical mixture of xylenes, toluene or ethylbenzene at boiling the reaction mass followed by crystallization after cooling the reaction mixture and the following reduction of synthesized 2,4',4-trinitrobenzanilide with powder-like iron in dimethylacetamide or dimethylformamide aqueous solution at temperature 96-101°C and the cyclodehydration reaction of synthesized 2',4',4-triaminobenzanilide with sulfuric acid aqueous solution in the presence of ammonia aqueous solution at temperature 100-101°C, and the following isolation of formed 5(6)-amino-2-(4'-aminophenyl)-benzimidazole as crystallohydrate of monosulfate and its neutralization with ammonia. Invention provides the development of the technological process for synthesis of the end product that excludes using hydrogen and expensive catalysts, enhancing the yield of salt and preventing formation of acid waste, effective isolation of 5(6)-2-(4'-aminophenyl)-benzimidazole salt with only trace amounts of impurities.
EFFECT: improved and effective method of synthesis.
9 cl, 1 tbl, 10 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF OBTAINING 5(6)-AMINO-2-(4-AMINOPHENYL) BENZIMIDAZOLE | 2006 |
|
RU2345988C2 |
METHOD OF OBTAINING 5(6)-AMINO-2-(4-AMINOPHENYL)BENZIMIDAZOLE FROM 2',4,4'-TRINITROBENZANILIDE | 2013 |
|
RU2547261C2 |
METHOD OF OBTAINING 5(6)-AMINO-2-(4-AMINOPHENYL)BENXIMIDAZOLE | 2013 |
|
RU2547210C2 |
METHOD OF OBTAINING 21,4,41-TRINITROBENZANILIDE | 2006 |
|
RU2348612C2 |
METHOD OF PRODUCING 21,4,41 -TRINITROBENZANILIDE | 2007 |
|
RU2394810C2 |
METHOD OF OBTAINING 2',4,4'-TRINITROBENZANILIDE FROM 2,4-DINITROANILINE AND 4-NITRO-BENZOYLCHLORIDE | 2013 |
|
RU2547262C2 |
METHOD OF PRODUCING 2',4,4'-TRINITROBENZANILIDE FROM ANILINE AND 4-NITROBENZOIC ACID | 2014 |
|
RU2560881C1 |
METHOD FOR PREPARING CHLORO-SUBSTITUTED AROMATIC CARBOXYLIC ACID AMINOANILIDES | 2006 |
|
RU2323207C1 |
METHOD OF PRODUCING CHLORINE-SUBSTITUTED 4,4'-DIAMINOBENZANILIDES | 2013 |
|
RU2547268C2 |
METHOD OF PRODUCING CHLORINE-SUBSTITUTED 4,4-DIAMINOBENZANILIDES | 2007 |
|
RU2385861C2 |
Authors
Dates
2006-09-10—Published
2005-07-18—Filed