33913-15-4Relevant articles and documents
Highly Efficient and Practical Synthesis of the Key Intermediate of Telmisartan
Zhao, Jianhong,Xiong, Yicheng,Yang, Wu-Lin,Yang, Fan,Jin, Yu
, p. 1022 - 1027 (2021/04/12)
We reported herein an efficient and practical method to access 1,7′-dimethyl-2′-propyl-2,5′-bi(1H-benzimidazole) 1, a key intermediate for the synthesis of telmisartan. The synthetic route was based on readily available o-methylaniline as the starting material, and the target product 1 was prepared through a six-step process, including amidation, formylation, cyclization, hydrolysis, amidine, and oxidation. The overall yield for the preparation of 1 was 51.5% on the 100 g scale, with a purity of 99.91%. The salient features of this method include economic and easily available starting materials, operational simplicity, and environmentally friendly, which is suitable for the industrial production.
Preparation method of telmisartan key intermediate
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Paragraph 0029-0031; 0037-0039; 0045-0047, (2020/07/28)
The invention discloses a preparation method of a telmisartan key intermediate 2-n-propyl-4-methyl-6-(1 '-methylbenzimidazole-2-yl) benzimidazole, and belongs to the field of pharmaceutical chemicals.According to the preparation method, cheap o-phenylenediamine is used as an initial raw material, acylation with butyryl chloride is carried out to obtain Z-2, chloromethylation is carried out to generate (Z-3), and then the (Z-3) is reacted with hexamethylenetetramine to generate an important intermediate (Z-4) rather than a methyl ester compound of a carboxylic acid generated through saponification in a conventional route 1; nitrifying of compound (Z-4) is carried out to generate a nitro compound (Z-5), palladium on carbon is replaced with iron powder, one-step reaction reduction and cyclization are carried out to obtain a compound (Z-7), and further reaction with N-methyl o-phenylenediamine is carried out to obtain 2-n-propyl-4-methyl-6-(1 '-methylbenzimidazol-2-yl) benzimidazole (bis-imidazole). The method is simple in process, raw materials are easy to obtain, industrial production is easy, the prepared product is high in purity and yield, and the method has very high economic value and application prospects.
PROCESS AND INTERMEDIATES FOR THE PREPARATION OF BENZIMIDAZOLECARBOXYLIC ACIDS
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Page/Page column 7, (2011/01/12)
Substituted benzimidazolecarboxylic acids of formula (I), wherein R1 and R2 independently are hydrogen, C1-6 alkyl or C3-6 cycloalkyl, are prepared in a four-step synthesis starting from N-acyl-4-haloanilines of formula (II), wherein R1 is as defined above, R3 is C1-4 alkyl and X is chlorine or bromine.
PROCESS FOR THE PREPARATION OF BENZIMIDAZOLES
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Page/Page column 6, (2011/01/12)
Substituted benzimidazoles of formula (I), wherein R1 and R2 independently are hydrogen, C1-6 alkyl or C3-6 cycloalkyl and R3 is cyano or carboxy, are prepared in a multistep synthesis starting from Ν-acyl-4-halo- anilines of formula (II), wherein R1 and R2 are as defined above and X is chlorine or bromine.
Method for producing n-butyryl-4-amino-3-methyl-methyl benzoate and the novel compound n-(4-bromine-2-methylphenyl)-butanamide
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, (2008/06/13)
According to the invention, N-butyryl-4amino-3-methyl-methyl benzoate is obtained in a particularly advantageous manner by, initially, reacting o-toluidine with butyric acid chloride, by brominating the reaction product and by reacting the bromide obtaine