Acetic Acid → HCID 11749519, compound

Participants

Reaction Conditions

Reaction Steps

Into 250-mL three-necked round bottom flask equipped with a mechanical stirrer and condenser under an atmosphere of nitrogen was added 19.26 g of 3-(2-chloro-6-fluorophenyl)-1-methyl-5-(4,5-dibromo-3-methyl-2-thienyl)-1H-1,2,4-triazole, 72 mL of acetic acid, 16 mL of water, and 3.25 g of zinc dust. The temperature of the reaction mixture was heated to 100° C. and was maintained at that temperature. After three hours the mixture was allowed to cool to room temperature and was poured into ether (500 mL) and washed with water (2×150 mL), saturated sodium bicarbonate (3×150 mL), brine, dried (Na2SO4) and the solvent removed in vacuo to give 15.4 g (96.4% yield) of the title compound as a white solid: mp 120-121° C; 1H NMR (CDCl3) δ 7.5 (s, b, 1H), 7.3-7.4 (m, 2H), 7.1 (m, 1H), 4.0 (s, 3H), 2.35 (s, 3H).

Provenance & Evidence