Veratroyl chloride → 3,4-dimethoxy-N-[4-(4-methoxy-phenyl)-5-phenylethyl-thiazol-2-yl]-benzamide

Participants

Reaction Steps

A procedure similar to that in Example 4 was used. 4-(4-methoxy-phenyl)-5-phenylethyl-thiazol-2-ylamine prepared in Example 57 and 3,4-dimethoxy-benzoyl chloride prepared in the step 1 of Example 12 were used as starting materials, allowed to react at room temperature overnight, followed by post-treatment to give a crude product, which was recrystallized with petroleum ether and ethyl acetate at a ratio of 2:1 (V:V) to obtain a product as a white solid in a yield of 76.4%, mp: 74-75 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.02 (2H, t, J=7.60 Hz, CH2), 3.19 (2H, t, J=7.60 Hz, CH2), 3.83 (3H, s, OCH3), 3.94 (3H, s, OCH3), 3.96 (3H, s, OCH3), 9.85˜7.95 (3H, m, ArH), 7.15˜7.37 (7H, m, ArH), 7.51 (2H, s, ArH), 10.48 (1H, br, CONH); EI-MS m/e (%): 474.1 (M+, 21), 383.0 (58), 165.0 (100); HREI-MS Calcd. for C27H26N2O4S: 474.1613. found: 474.1613.

Provenance & Evidence