Carbon Disulfide → HCID 54345874, compound

Participants

Reaction Steps

Carbon disulfide (5.78 grams, 0.076 mole) was added to a stirred solution of 2-amino-5-trifluoromethyl-1,3,4-thiadiazole (12.0 grams, 0.071 mole) in dimethyl sulfoxide (36 ml) under a nitrogen atmosphere. The reaction mixture was stirred for three hours at ambient temperature, then cooled to 0° C. at which time 4-bromo-1,1,2-trifluoro-1-butene (16.8 grams, 0.088 mole) was added dropwise. The reaction mixture was stirred at ambient temperature overnight. Crystals that had formed were collected by filtration, washed successively with petroleum ether and hexane and then dried, yielding 8.39 grams of (3,4,4-trifluoro-3-butenyl) N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-dithiocarbamate as a yellow powder. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence