Triethylamine → HCID 70382071, compound

Participants

Reaction Conditions

Reaction Steps

11.6 g (43 millimoles) of 4-chloro-10-cyanomethylenethieno[4,3-e]benzoazepine were dissolved in 70 ml of dimethylformamide, and 10 ml (90 millimoles) of N-methylpiperazine and 10 ml (75 millimoles) of triethylamine were added, a highly exothermic reaction taking place. The mixture was stirred for from 2 to 3 hours at 100° C. under nitrogen, the dark homogeneous reaction mixture was then cooled and poured onto ice water, the yellowish crude product 10-cyanomethylene-4-(4-methylpiperazin-1-yl)-thieno[4,3-e]benzoazepine, was filtered off under suction. The crude product was dried in a drying oven under reduced pressure and then recrystallized from ethanol with the addition of active carbon or purified by column chromatography (silica gel, mobile phase 95:5 methylene chloride/methanol). 11.6 g (81%) of yellowish 10-cyanomethylene4-(4-methylpiperazin-1-yl)-thieno[4,3-e]benzoazepine were obtained in the form of a cis/trans isomer mixture of melting point 90°-92° C.

Provenance & Evidence