Benzothiazole → HCID 13301274, compound

Participants

Reaction Steps

4-Chlorobenzoylchloride (7.2 g, 41.0 mmol was added dropwise to a stirring solution of benzothiazole (5.4 g, 40.0 mmol) in dichloromethane (40 mL) under argon atmosphere. A catalytic amount of AlCl3 and trimethylsilylcyanide (4.1 g, 42.0 mmol) were than added into the reaction mixture. After being stirred for 15 h at room temperature, the reaction mixture was evaporated to dryness in vacuo and the residue was triturated with ether to give 3-(4-chlorobenzoyl)-2,3-dihydrobenzo[d]thiazole-2-carbonitrile, 10.1 g (84%); mp 115-117° C. (lit.21 mp 115-118° C.). 1H NMR (DMSO-d6) δ 6.75 (1H, brs, C2-H), 6.85 (1H, s, ArH), 7.05-7.09 (1H, m, ArH), 7.13-7.17 (1H, m, ArH), 7.52-7.54 (1H, m, ArH), 7.58-7.61 (4H, m, 4×ArH).

Provenance & Evidence