HCID 178463839, compound → HCID 178463838, compound

Participants

Reaction Conditions

Reaction Steps

56.7 g of N,N-diethyl-4-[(E)-(4-nitrophenyl)diazenyl]aniline (0.19 M) were slurried in 270 ml of methanol at 60° C. and a solution of 147 g of sodium hydrogen sulfide-1-hydrate (1.98 M) in 150 ml of water was added cautiously. Upon addition, the former thick suspension became more liquid and the reaction mixture boiled heavily. When addition was complete, it was stirred for 0.5 h at 60° C., then cooled to room temperature and 400 ml of ice-water were added. The resulting suspension was stirred for 10 min., thereafter the solids were filtered off and washed several times with warm water, giving almost pure N-{4-[(E)-(4-aminophenyl)diazenyl]phenyl}-N,N-diethylamine as red-orange solid, used without drying in the next step.

Provenance & Evidence