4-(Chlorosulfonyl)-2-hydroxybenzoic acid → HCID 9960530, compound

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Reaction Steps

Using 4-(9-bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2,6-dimethyl-phenol (0.302 g, 0.744 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (1.09 g, 4.61 mmol) the title compound was prepared according to the procedure in Example 1, step 9. Purification on Dynamax C18 eluting with 85% CH3CN/H2O (0.1% TFA added) gave 0.20 g (44%) of the title compound as a yellow solid, mp >225° C.; 1H NMR (DMSO-d6) δ 1.59 (s, 3 H), 2.16 (s, 6 H), 2.45 (s, 3 H), 7.19 (S, 2 H), 7.46-7.52 (m, 4 H), 7.65-7.69 (m, 1 H), 8.07 (d, 1 H), 8.21 (d, 1 H). IR (KBr) 3450, 2900, 1675, 1385 and 1185 cm-1. mass spectrum (-ESI), m/z 609/611 (M-H). Anal. Calcd. for C29H23BrO6S2.0.7H2O: C, 55.81; H, 3.94 N, 0.00. Found: C, 55.93; H, 4.23 N, 0.12.

Provenance & Evidence