2,4-Dimethoxybenzoyl chloride → HCID 57991601, compound

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 2,4-dimethoxy-benzoyl 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 71.0%, mp: 196-197 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.85 (3H, s, OCH3), 3.88 (3H, s, OCH3), 4.08 (3H, s, OCH3), 4.20 (2H, s, CH2), 6.54 (1H, d, J=2.24 Hz, ArH), 6.65 (1H, dd, J=8.96 Hz, 2.24 Hz, ArH), 6.97 (2H, d, J=8.96 Hz, ArH), 7.22˜7.34 (5H, m, ArH), 7.56 (2H, d, J=8.96 Hz, ArH), 8.22 (1H, d, J=8.68 Hz, ArH), 11.01 (1H, br, CONH); EI-MS m/e (%): 460.1 (M+, 58), 165.0 (100); HREI-MS Calcd. for C26H24N2O4S: 460.1457. found: 460.1454. Anal. Calcd. for C26H24N2O4S: C, 67.81; H, 5.25; N, 6.08. found: C, 68.04; H, 5.16; N, 6.19.

Provenance & Evidence