Phenacyl bromide → 1-(3'-Acetamino-phenyl)-2-(phenacyl-amino)-propane oxalate

Participants

Reaction Steps

A mixture consisting of 9.6 gm of 1-(3'-acetaminophenyl)-2-amino-propane (see Example 2), 10 gm of α-bromoacetophenone, 7 gm of potassium carbonate and 200 ml of acetonitrile was refluxed for three hours. Thereafter, the inorganic precipitate which had formed was removed by suction filtration, and 5 gm of oxalic acid were added to the filtrate. The precipitate formed thereby was collected by suction filtration, yielding 6 gm of 1-(3'-acetamino-phenyl)-2-(phenacyl-amino)-propane oxalate, m.p. 136-140° C. The oxalate was added to 60 ml of ethanolic 10% hydrochloric acid, and the mixture was refluxed for four hours. Thereafter, the reaction solution was evaporated, the residue was caused to crystallize by treating it with acetonitrile and a little water, and the crystallization was purified by dissolving it in a little water, filtering the solution through activated charcoal, and adding acetonitrile to the filtrate. The dihydrochloride of the formula ##STR25## having a melting point of 169°-173° C. (decomp.) was obtained.

Provenance & Evidence