Water → HCID 178522028, compound

Participants

Reaction Steps

A mixture of 2,2,3,3,4,4,4-heptafluoro-N-[4-(cyanomethyl)phenyl]butanamide (17.5 g.), sodium azide (17.3 g.) and ammonium chloride (14.1 g.) was heated in dimethylformamide (250 ml.) at 130°-135° C. (oil bath) under a nitrogen atmosphere for 20 hours. Enough water was then added to the hot reaction mixture to dissolve all suspended salts and the mixture was allowed to cool to room temperature. Additional water was then added to produce a white precipitate which was filtered, washed with water and dried under vacuum. The white solid 2,2,3,3,4,4,4-heptafluoro-N-[4-(1H-tetrazol-5-ylmethyl)phenyl]butanamide product (8.7 g., 44%, mp 176°-179° C.) was analytically pure as isolated. A sample recrystallized from acetone (minimum amount)/diethyl ether melted at 176°-178° C.

Provenance & Evidence