Methyl 4-(4-{[(4-Methylphenyl)sulfonyl]methyl}-1,3-thiazol-2-yl)benzoate → 4-(4-{[(4-Methylphenyl)sulfonyl]methyl}-1,3-thiazol-2-yl)benzoic Acid

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Reaction Steps

Method C. Reaction of benzoate 52 (407 mg, 1.05 mmol) and 6 M HCl (20 mL) gave acid 53 (392 mg, 100%) as a white solid: mp (H2O) 270-272° C.; 1H NMR δ 13.15 (br s, 1 H, CO2 H), 8.01 (ddd, J=8.6, 1.9, 1.7Hz, 2 H, H-2, H-6), 7.83 (ddd, J=8.6, 1.9, 1.7Hz, 2 H, H-3, H-5), 7.70 (s, 1 H, H-5′), 7.65 (br d, J=8.3, 2 H, H-2″, H-6″), 7.41 (br d, J=8.3Hz, 2 H, H-3″, H-5″), 4.87 (s, 2 H, CH2SO2), 2.39 (s, 3H, CH3); MS m/z 374.6 (MH+, 100%). Anal. calcd for C18H15NO4S2: C, 57.89; H, 4.05; N, 3.75. Found: C, 57.89; H, 4.07; N, 3.63%.

Provenance & Evidence