HCID 13034031, compound → HCID 23303055, compound

Participants

Reaction Steps

A mixture of 2-butyl-1,2,4-thiadiazolo[4,5-a]benzimidazole-3(2H)-one (2.0 g, 8.1 mmol) and dibromo(2-pyridyl)acetonitrile (4.91 g, 17.8 mmol) in 50 mL of dichloromethane was heated to reflux for 16 h. After cooling to room temperature, the precipitate was filtered, washed with dichloromethane and dried to give 2.76 g (80%) of the title compound as a light-brown solid: mp 195° C. (dec); 1H NMR (CDCl3) δ8.25 (m, 2H), 7.96 (dt, 1H), 7.76 (d, 1H), 7.32 (m, 2H), 6.95 (t, 1H), 6.92 (s, 1H) ppm; 13C NMR (CDCl3) δ166.08, 157.95, 150.34, 148.28, 147.71, 38.31, 128.76, 124.79, 124.58, 122.94, 121.68, 119.49, 13.97, 54.37 ppm; HRMS calcd for C14H8Br2N4S: 421. 8836, found: 421.8850.

Provenance & Evidence