Diethyl 2-{[(4-methylthien-3-yl)amino]methylene}malonate → 3-methyl-6-ethoxycarbonylthieno[3,2-b]pyridin-7(4H)-one

Participants

Reaction Steps

Ethyl 2-ethoxycarbonyl-3-(4-methyl-3-thienylamino)prop-2-enoate (10.4 g, 0.036 mol) was added to a refluxing solution of freshly distilled diphenylether (110 ml). The reaction mixture was refluxed for 30 minutes, cooled, petroleum ether (b.p. 40°-60°, 100 ml) added and the mixture stirred. The crystalline solid was collected by filtration, washed with petroleum ether (b.p. 40°-60°) and dried to give 3-methyl-6-ethoxycarbonylthieno[3,2-b]pyridin-7(4H)-one, 7.23 g, m.p. 238-242°.

Provenance & Evidence