Hydrochloric Acid → HCID 21433375, compound

Participants

Reaction Steps

2-Chloroallyl 4-methyldithiocarbanilate (7.3 g, 0.0286 mol) and concentrated hydrochloric acid (9.1 ml 0.112 mol) are mixed and heated at reflux temperature for 2 hours. The resulting solution is cooled, diluted with water, and neutralized with sodium carbonate. The reaction mixture is extracted with ether. The ether extract is washed with 6N hydrochloric acid and the aqueous layer is separated, neutralized with sodium carbonate, and extracted with ether. The ether phase is separated, washed with water and dried over anhydrous magnesium sulfate. The ether is evaporated to dryness in vacuo to leave 5.0 g of crude 2-(p-tolyl)imino-4-methyl-1,3-dithiole, a brown oil which crystallizes on standing. The crystalline mass is triturated with petroleum ether, filtered off and dried to yield 2.7 g of purified product melting at from 46.5° C. to 49.5° C.

Provenance & Evidence