p-Anisoyl chloride → N-[5-benzyl-4-(4-methoxy-phenyl)-thiazol-2-yl]-4-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 p-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 58.7%, mp: 58-59 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.73 (3H, s, OCH3), 3.85 (3H, s, OCH3), 4.22 (2H, s, CH2), 6.89 (4H, t, J=8.44 Hz, ArH), 7.22˜7.35 (5H, m, ArH), 7.45 (2H, t, J=8.68 Hz, ArH), 7.82 (2H, t, J=8.68 Hz, ArH), 10.27 (1H, br, CONH); EI-MS m/e (%): 430.1 (M, 89), 135.0 (100); HREI-MS Calcd. for C25H22N2O3S: 430.1351. found: 430.1361.

Provenance & Evidence