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, to which 300 ml of concentrated hydrochloric acid was added while stirring at room temperature. They were reacted at room temperature for 3 hours and then cooled with ice to precipitate crystals. These crystals were collected and washed with acetone to obtain 110 g of 1-(3-aminophenyl)-5-mercaptotetrazole hydrochloride. This amine hydrochloride was dispersed in 750 ml of acetonitrile, and after addition of 485 ml of triethylamine, 125 g of butyl isocyanate was added dropwise at room temperature. They were reacted at room temperature for 6 hours. At the end of the time, 2,200 ml of water was added, and the resulting mixture was adjusted to pH 2 by the addition of hydrochloric acid. The thus-precipitated crystals were collected and recrystallized from ethanol to obtain 69 g (yield: 46%) of the desired product, m.p. 171°-172° C. (decomposition).

Provenance & Evidence