Methanol → HCID 53975795, compound

Participants

Reaction Steps

A solution of the bromoketone intermediate from Step 3 (0.68 g, 2.03 mmol) and 4-chlorothiobenzamide (0.34 g, 1.98 mmol) in 10 mL of acetonitrile was heated to reflux for 16 hours. The solution was cooled to room temperature and poured into 30 mL of methanol, chilled with an ice bath whereupon crystals of pure thiazole formed which were isolated by filtration and air dried to afford the desired thiazole (220 mg, 27%): mp 116°-119° C. 1H NMR (CDCl3) 300 MHz 8.33 (m, 1H), 7.50 (m, 1H), 7.16-7.36 (m, 8H), 7.12 (d, J=8.7 Hz, 2H), 2.46 (s, 3H), 2.18 (s, 3H). Mass spectrum: M+ =407.

Provenance & Evidence