Ch3

One other way for diazepam synthesis has been suggested, which is derived from 1-methyl-3-phenyl-5-chloro-2-aminomethylindole (5.1.12), the oxidation of which by chromium(VI) oxide gives diazepam. The synthesis begins with 5-chloroaniline, which upon interaction with nitrous acid gives a diazonium salt (5.1.7). Azocoupling of this product with ethyl a-benzylacetoacetic ester in an alkaline solution gives the 4-chlorophenyl-hydrazone of the ethyl ester of phenylpyruvic acid (5.1.8), which in the presence of hydrochloric acid undergoes a Fischer indole synthesis reaction and transforms into the ethyl ester of 5-chloro-3-phenylindolyl-2-carboxylic acid (5.1.9). Alkylation of the resulting indole at the nitrogen atom using dimethylsulfate gives 1-methyl-5-chloro-3-phenyl-indolyl-2-carboxylic acid ethyl ester (5.1.10). The reaction of the resulting product with ammonia gives the respective amide (5.1.11), which is reduced by lithium aluminum

Was this article helpful?

0 0
Reducing Blood Pressure Naturally

Reducing Blood Pressure Naturally

Do You Suffer From High Blood Pressure? Do You Feel Like This Silent Killer Might Be Stalking You? Have you been diagnosed or pre-hypertension and hypertension? Then JOIN THE CROWD Nearly 1 in 3 adults in the United States suffer from High Blood Pressure and only 1 in 3 adults are actually aware that they have it.

Get My Free Ebook


Post a comment