Boron tribromide → 3,4-dihydroxy-N-[4-(4-hydroxy-phenyl)-5-(4-nitro-benzyl)-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-(4-nitro-benzyl)-thiazol-2-yl]-benzamide prepared in Example 28 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 66.7%, mp: 195-196 └. 1H-NMR (DMSO-d6, 400 MHz) δ: 4.33 (2H, s, CH2), 6.74˜6.81 (3H, m, ArH), 7.37˜7.50 (6H, m, ArH), 8.16 (2H, d, J=8.80 Hz, ArH), 9.30 (1H, br, OH), 9.59 (1H, br, OH), 9.77 (1H, br, OH), 12.30 (1H, br, CONH); EI-MS m/e (%): 463.1 (M+, 1), 327.1 (100); HREI-MS Calcd. for C23H17N3O6S: 463.0838. found: 463.0822.

Provenance & Evidence