Triethylamine → HCID 178439055, compound

Participants

Reaction Steps

5-Aminotetrazole hydrate (45 g, 0.44 mol) was refluxed in toluene (300 mL) in the presence of a Dean-Stark trap. After removal of the theoretical amount of water (7.9 mL) the mixture was allowed to cool, concentrated in vacuo, and the resulting solid stirred with acetonitrile (500 mL). Triethylamine (61 mL, 0.44 mol) and 2,6-diisopropyl phenylisocyanate (89.3 mL, 0.44 mol) were added sequentially and the mixture refluxed for 4 hours. The mixture was then allowed to cool, concentrated in vacuo to about 200 mL, and acidified with 1M citric acid. The solid was filtered, washed with water (1L), ethyl acetate (1L), and dried in vacuo to give the title compound (b), m.p. >240° C.

Provenance & Evidence