Boron tribromide → 3,4-dihydroxy-N-[4-(4-hydroxy-phenyl)-5-phenylethyl-thiazol-2-yl]-benzamide

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Reaction Steps

A procedure similar to that in Example 7 was used. 3,4-dimethoxy-N-[4-(4-methoxy-phenyl)-5-phenylethyl-thiazol-2-yl]-benzamide prepared in Example 58 and boron tribromide were used as starting materials, the crude product was purified by recrystallization with ethyl acetate to obtain a product as a white solid in a yield of 53.8%, mp: 208-209 └. 1H-NMR (DMSO-d6, 400 MHz) δ: 2.94 (2H, t, J=7.60 Hz, CH2), 3.11 (2H, t, J=7.60 Hz, CH2), 6.81 (3H, d, J=8.40 Hz, ArH), 7.17˜7.31 (5H, m, ArH), 7.35 (2H, t, J=7.60 Hz, CH2), 7.47˜7.55 (2H, m, ArH), 12.23 (1H, br, CONH); EI-MS m/e (%): 432.1 (M+, 4), 205.0 (100), 163.0 (28); HREI-MS Calcd. for C24H20N2O4S: 432.1144. found: 432.1140.

Provenance & Evidence