Hydrochloric Acid → HCID 178479082, compound

Participants

Reaction Steps

In 450 ml of ethanol was dispersed 150 g (0.51 mol) of 1-(3-hexaneamidophenyl)-5-mercaptotetrazole, and 300 ml of concentrated hydrochloric acid was added to the resulting dispersion while stirring at room temperature. They were further reacted at room temperature for 3 hours and, thereafter, cooled with ice. The thus-precipitated crystals were filtered off and washed with acetone to obtain 110 g of a 1-(3-aminophenyl)-5-mercaptotetrazole hydrochloric acid salt. This amine hydrochloric acid salt was dispersed in 750 ml of acetonitrile, and 485 ml of triethylamine was added thereto. Thereafter, 125 g of butyl isocyanate was added dropwise at room temperature. They were further reacted at room temperature for 6 hours. At the end of the time, 2,200 ml of water was added, and the pH of the resulting solution was adjusted to 2 with hydrochloric acid. The thus-precipitated crystals were filtered off, and recrystallized from ethanol to obtain 69 g (yield, 46%) of the desired compound, m.p. 171°-172° C. (decomposition).

Provenance & Evidence