1-Methylpiperazine → HCID 3086153, compound

Participants

Reaction Conditions

Reaction Steps

50 ml of N-methyl-piperazine are added to 14.4 g (52 mmoles) of 5-chloro-9-cyanomethylene-dithieno[3,4-b:4',3'-e]azepine and the mixture is stirred under nitrogen at 110° C. for 2 to 3 hours. After having been cooled, the dark homogeneous reaction mixture is poured onto ice-water and the yellowish crude 9-cyanomethylene-5-(4-methyl-piperazin-1-yl)-dithieno[3,4-b:4',3'-e]azepine is filtered off with suction. After the crude product has been dried in an oven under reduced pressure, it is recrystallized from ethanol, with the addition of active charcoal, or purified by column chromatography (silica gel, mobile phase: a 95/5 mixture of methylene chloride and methanol). 13.6 g (85%) of yellowish 9-cyanomethylene-5-(4-methyl-piperazin-1-yl)-dithieno[3,4-b:4',3'-e]azepine are obtained in the form of a cis/trans-isomer mixture of melting point 148°-151° C.

Provenance & Evidence