Ethanol → HCID 178470453, compound

Participants

Reaction Steps

Ethanol (200 ml.) was stirred at -40° C. and thionyl chloride (15 ml.) was added dropwise during 5 minutes. After a further 10 minutes at -40° C., 4-hydroxy-6-nitrocinnolin-3-yl carboxylic acid (10 g.) was added. The mixture was stirred overnight and allowed to warm to room temperature. The suspension was heated under reflux on a steam bath for 1 hour, and then kept at 0° C. for several hours. The solid was filtered off, and washed successively with ethanol (2 × 30 ml.) and ether (100 ml.) to give ethyl 4-hydroxy-6-nitrocinnolin-3-yl carboxylate, m.p. 294°-296° C.

Provenance & Evidence