Boron tribromide → n-[5-Benzyl-4-(4-hydroxy-phenyl)-thiazol-2-yl]-2-hydroxy-benzamide

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Reaction Steps

A procedure similar to that in Example 7 was used. N-[5-benzyl-4-(4-methoxy-phenyl)-thiazol-2-yl]-2-methyoxy-benzamide prepared in Example 36 and boron tribromide were used as starting materials. The obtained crude product was recrystallized with acetone to give a product as a white solid in a yield of 64.4%, mp: 279-280 └. 1H-NMR (DMSO-d6, 400 MHz) δ: 4.19 (2H, s, CH2), 6.85 (2H, d, J=8.40 Hz, ArH), 6.94˜7.02 (2H, m, ArH), 7.22˜7.28 (3H, m, ArH), 7.34 (2H, t, J=7.84 Hz, ArH), 7.42˜7.48 (3H, m, ArH), 7.96 (1H, d, J=7.84 Hz, ArH), 9.70 (1H, br, OH), 12.15 (1H, br, CONH); EI-MS m/e (%): 402.2 (M+, 63), 282.1 (100); HREI-MS Calcd. for C23H18N2O3S: 402.1038. found: 402.1037. Anal. Calcd. for C23H18N2O3S: C, 68.64; H, 4.51; N, 6.96. found: C, 68.45; H, 4.38; N, 6.80.

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