Hydrochloric Acid → (E)-N-cinnamyl-2-thiophenecarboxamide

Participants

Reaction Conditions

Reaction Steps

(E)-N-Cinnamyl-2-thiophenecarboxamide may be obtained in the following manner: triethylamine (8 g) and then thenoyl chloride (6.5 g) are added to a solution, maintained under a nitrogen atmosphere and at a temperature in the region of 25° C., of (E)-cinnamylamine (5.3 g) in 1,2-dichloroethane (80 cc). The suspension obtained is stirred for 1 hour at a temperature in the region of 25° C. and then poured into water (80 cc). The aqueous phase is acidified to a pH in the region of 5 with 4 N aqueous hydrochloric acid solution and then extracted with 1,2-dichloroethane (2×50 cc). The combined organic phases are washed with water (2×40 cc), dried over magnesium sulphate, filtered and then concentrated to dryness under reduced pressure (4 kPa) at 40° C. The residue is stirred in isopropyl ether (40 cc). The solid is separated by filtration, washed with isopropyl ether (4×10 cc) and dried in the air. (E)-N-Cinnamyl-2-thiophenecarboxamide (5 g), m.p. 110° C., is thereby obtained.

Provenance & Evidence