Ammonia → HCID 54209758, compound

Participants

Reaction Steps

By an original process, 2-(4'-chloro-3'-nitro-phenyl) propionamide (I), thus obtained, is treated with ammonia in an alcohol solution to furnish 2-(4'-amino-3'-nitro-phenyl) propionamide (II) which, when hydrolyzed in an acid medium, is transformed into 2-(4'-amino-3'-nitro-phenyl) propionic acid (III). This, when treated with 2,5-dimethoxytetrahydrofuran (a mixture of cis/trans isomers) produces 2-(3'-nitro-4'-[1"-pyrrolyl] phenyl) propionic acid (A). Catalytic hydrogenation of the latter in the presence of palladium on activated charcoal produces 2-(3'-amino-4'-[1"-pyrrolyl] phenyl) propionic acid (B).

Provenance & Evidence