5-Aminoimidazole-4-carboxamide hydrochloride → HCID 14677479, compound

Participants

Reaction Steps

A stirred mixture of 18.0 g of 3-dimethylamino-3'-nitroacrylophenone (prepared as described in Example 10) and 10.30 g of 4-amino-5-imidazolecarboxamide hydrochloride in 450 ml of glacial acetic acid was heated at reflux for 24 hours. Upon standing at room temperature a crystalline precipitate was formed. The precipitate was collected, washed with saturated sodium bicarbonate solution and then with water to give 13.1 g of product. The material was recrystallized from methanol-chloroform by the addition of hexane and by scratching to give 8.7 g of the product of the example as yellow crystals, mp 282°-284° C.

Provenance & Evidence