Cesium carbonate → HCID 66786446, compound

Participants

Reaction Steps

To a solution of 5-hydroxy-benzofuran-2-carboxylic acid methyl ester (300 mg, 1.56 mmol) in DMF (5 mL) was added 2-chlorobenzothiazole (263 mg, 1.56 mmol) and Cs2CO3 (590 mg, 1.87 mmol). The resultant suspension was warmed (50° C., 18 h). The reaction mixture was concentrated under a stream of nitrogen. The resultant residue was purified by silica gel flash chromatography using EtOAc:hexane (10-30%) to provide the title compound (406 mg, 80%). MS (ESI): mass calcd for C17H11NO4S, 325.0; m/z found, 326.1 [M+H]+. 1H NMR (400 MHz, CDCl3): 7.76-7.72 (m, 2H), 7.70 (d, J=8.0, 1H), 7.67 (d, J=9.0, 1H), 7.57 (s, 1H), 7.49-7.44 (m, 1H), 7.43-7.38 (m, 1H), 7.32-7.27 (m, 1H), 4.01 (s, 3H).

Provenance & Evidence