Methanol → HCID 53645391, compound

Participants

Reaction Steps

A solution of the bromoketone intermediate from Step 3 (0.49 g, 1.3 mmol) and 4-chlorothiobenzamide (0.24 g, 1.4 mmol) in 5 mL of acetonitrile was heated to reflux for 3 hours. The solution was cooled to room temperature and poured into 20 mL of methanol, chilled with an ice bath, whereupon crystals of the thiazole formed which were isolated by filtration and air dried (0.31 g, 52%): mp 103°-105° C. 1H NMR (CDCl3) 300 MHz 8.31 (m, 1H), 7.50-7.60 (m, 2H), 7.36 (m, 2H), 7.23 (d, J=8.5 Hz, 2H), 7.19 (d, J=8.5 Hz, 2H), 6.94 (t, J=8.5 Hz, 1H), 6.83 (t, J=9.2 Hz, 1H) 2.48 (S,3H). 19F NMR (CDCl3) -108.50 (m), -109.49 (m). Mass spectrum M+H=430.

Provenance & Evidence