5-Aminoimidazole-4-carboxamide hydrochloride → 4-(3,4-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide

Participants

Reaction Steps

A stirred mixture of 12.0 g of 3',4'-dichloro-3-dimethylaminoacrylophenone (prepared as described in Example 9) and 6.3 g of 4-amino-5-imidazolecarboxamide hydrochloride in 450 ml of glacial acetic acid was heated at reflux for 24 hours. The reaction mixture was allowed to stand at room temperature for 16 hours then the mixture was filtered and the crystals that were collected were washed with 300 ml of saturated sodium bicarbonate and then were washed with water. This material was dried, washed with hot methanol and filtered to give 5.9 g of the desired product as yellow crystals, mp 302°-304° C.

Provenance & Evidence