Acetic Acid → HCID 131710475, compound

Participants

Reaction Steps

To a solution of 2,2,2-trichloroethyl 2-methyl-2,3-methylene-6-(2-phenyl-2-carbamoylhydrazonoacetamido)penam-3-carboxylate (560 mg.) in dimethylformamide (3 ml.) were added acetic acid (0.8 ml.) and zinc powder (0.75 g.) under ice-cooling, and the mixture was stirred for 1.5 hours. Zinc powder was filtered off, washed with dimethylformamide and the filtrate and the washings were combined, after which the combined solution was poured into ice-water. The solution was adjusted to pH 2 with 10% hydrochloric acid and precipitated crystals were filtered, washed with ethyl acetate and dissolved in a sodium bicarbonated aqueous solution. Insoluble material was filtered off and the filtrate was acidified with 10% hydrochloric acid to give 2-methyl-2,3-methylene-6-(2-phenyl-2-carbamoylhydrazonoacetamido)penam-3-carboxylic acid (270 mg.), mp 198° to 199°C (dec.).

Provenance & Evidence