Boron tribromide → N-[5-benzyl-4-(4-hydroxy-phenyl)-thiazol-2-yl]-3,4,5-trihydroxy-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]-3,4,5-trimethoxy-benzamide prepared in Example 37 and boron tribromide were used as starting materials. The obtained crude product was recrystallized with acetone to give a product as a pale yellow solid in a yield of 61.3%, mp: 245-246 └. 1H-NMR (DMSO-d6, 400 MHz) δ: 4.19 (2H, s, CH2), 6.83 (2H, d, J=8.68 Hz, ArH), 7.06 (2H, s, ArH), 7.22˜7.35 (5H, m, ArH), 7.46 (2H, d, J=8.68 Hz, ArH), 12.15 (1H, br, CONH); EI-MS m/e (%): 434.1 (M+, 6), 282.1 (100); HREI-MS Calcd. for C23H18N2O5S: 434.0936. found: 434.0936.

Provenance & Evidence