Ammonia → HCID 14676871, compound

Participants

Reaction Conditions

Reaction Steps

Liquid ammonia (ca. 100 ml) is trapped in a solution of 4-methylaminomethyl-5-benzyl-2,3,4,5-tetrahydrothiopyrano[3,2-b]indole (1.6 g) in ether (20 ml) under cooling at -70° C. A piece of sodium metal is added occasionally under refluxing. The refluxing is continued for 1.5 hours after the dark green color of the reaction mixture disappears. The reaction mixture is neutralized with ammonium chloride, the excess ammonia removed, and then the residue extracted with methylene chloride after addition of water. The extract is washed with water, dried and evaporated to give the title compound (1.06 g): Yield 91.4%. Recrystallization from benzene-petroleum benzine gives crystals melting at 100°-101° C.

Provenance & Evidence