4-(Chlorosulfonyl)-2-hydroxybenzoic acid → HCID 18786172, compound

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Reaction Steps

The title compound was prepared according to the procedure in Example 4 using (2-chloro-phenyl)-(6-hydroxy-biphenyl-3-yl)-methanone (0.300 g, 0.972 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (0.436 g, 1.84 mmol) in THF. Purification by preparative HPLC (C18, eluting with CH3CN/H2O containing 0.1 % TFA), followed by crystallization from EtOAc/hexane gave 0.34 g (69%) of the title compound as a tan solid, mp 101-102° C. 1H NMR (DMSO-d6) δ 6.82 (d, 1H), 6.85 (dd, 1H), 7.14-7.16 (m, 2H), 7.27-7.33 (m, 3H), 7.52-7.54 (m, 1H), 7.58-7.65 (m, 5H), 7.71 (d, 1H), 7.81 (dd, 1H). IR (KBr) 3400, 3050, 1675, 1390 and 1190 cm-1. mass spectrum (EI) m/z 508 (M +). Anal. Calcd. for C26H17ClO7S 0.5H2O: C,60.29; H,3.50; N,0.00. Found: C,60.35; H,3.68; N,0.14.

Provenance & Evidence