m-Anisoyl chloride → N-[5-benzyl-4-(4-methoxy-phenyl)-thiazol-2-yl]-3-methoxy-benzamide

Participants

Reaction Steps

A procedure similar to that in Example 4 was used. 5-benzyl-4-(4-methoxy-phenyl)-thiazol-2-ylamine prepared in Example 1 and m-methoxybenzoyl chloride prepared in the step 1 were used as starting materials, allowed to react at room temperature overnight, followed by post-treatment to obtain a crude product, which was purified by a silica gel column chromatography eluted with a gradient of dichloromethane and ethyl acetate (100:0-10:1) to obtain a product as a white solid in a yield of 56.8%, mp: 71-72 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.80 (3H, s, OCH3), 3.81 (3H, s, OCH3), 4.23 (2H, s, CH2), 6.85 (2H, d, J=8.80 Hz, ArH), 7.05 (1H, d, J=2.30 Hz, ArH), 7.20˜7.42 (10H, m, ArH); EI-MS m/e (%): 430.1 (M+, 100), 135.0 (85); HREI-MS Calcd. for C25H22N2O3S: 430.1351. found: 430.1352.

Provenance & Evidence