Veratroyl chloride → HCID 57991637, 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 3,4-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 petroleum ether and ethyl acetate (10:1) to obtain a product as a white solid in a yield of 46.5%, mp: 179-180└. 1H-NMR (CDCl3, 400 MHz) δ: 3.79 (3H, s, OCH3), 3.83 (3H, s, OCH3), 3.89 (3H, s, OCH3), 4.22 (2H, s, CH2), 6.73 (1H, d, J=8.40 Hz, ArH), 6.78 (2H, d, J=8.40 Hz, ArH), 7.26˜7.35 (9H, m, ArH), 11.03 (1H, br, CONH); EI-MS m/e (%): 460.1 (M+, 99), 164.9 (100); HREI-MS Calcd. for C26H24N2O4S: 460.1457. found: 460.1463. Anal. Calcd. for C26H24N2O4S: C, 67.81; H, 5.25; N, 6.08. found: C, 67.62; H, 5.20; N, 6.50.

Provenance & Evidence