Diethyl (ethoxymethylene)malonate → HCID 22605696, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 2-amino-4-methylthiophene-3-carboxylate (5.23 g) and diethyl ethoxymethylenemalonate (5.71 mL) is heated to 135° C. for 3 h with a stream of nitrogen passing through the flask. The mixture is allowed to cool to room temperature. The resulting solid is recrystallized (EtOH, 250 mL) to afford 9.23 g of the title compound as yellow needles. Physical characteristics. M.p. 126-128° C.; 1H NMR (400 MHz, DMSO-d6) δ12.36, 8.08, 6.77, 4.34, 4.24, 4.15, 2.31, 1.34, 1.27, 1.25; MS (ESI+) m/z 356 (M+H)+. Anal. Found: C, 54.12; H, 5.95; N, 3.99.; S, 8.99.

Provenance & Evidence