Triethylamine → (3,5-Dinitrobenzyl)phenylmercaptotetrazole

Participants

Reaction Conditions

Reaction Steps

To a solution of 50 g (0.231 mol) of 3,5-dinitrobenzylchloride and 41 g (0.231 mol) of phenylmercaptotetrazole in one liter of dry tetrahydrofuran under nitrogen was added all at once with stirring 23.4 g (0.231 mol) of triethylamine. The temperature rose slowly from 23° to 29°. After stirring overnight the reaction mixture was diluted with one liter of water, cooled to 10° C., filtered and the filter cake was washed well with water. Oven drying at 110° C. for 24 hours gave 78 g (83%) of product mp. 156°-158° C. Recrystallization from tetrahydrofuran gives analytically pure 5, mp. 161.5°-162.5° C.

Provenance & Evidence