Ethanol → HCID 14672730, compound

Participants

Reaction Conditions

Reaction Steps

A reaction vessel was charged with 100 ml ethanol, 13.0 g (50 mmol) ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarboxylate and 9.41 g (100 mmol) 2-aminopyridine. The reaction mixture was heated at a temperature of about 80° C. for 80 hours. The mixture was cooled to room temperature. This mixture was diluted with water and extracted three times with ethyl ether. The combined ether extracts were washed with large amounts of water, dried over magnesium sulfate, and concentrated under reduced pressure to give 19.1 g of a brown, wet, solid material. This material was recrystallized from a 1:1 ethanol:water solution over a 36-hour period. The recrystallized material was suction filtered to give 3.9 g of a dark brown solid material which was triturated in warm hexane to give 2.3 g of brown solid product (m.p. 07°-111° C.) identified in Table I.

Provenance & Evidence