Veratroyl chloride → HCID 57991648, compound

Participants

Reaction Steps

A procedure similar to that in Example 4 was used. 4-(4-methoxy-phenyl)-5-n-butyl-thiazol-2-ylamine prepared in Example 62 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 62.8%, mp: 150-151 └. 1H-NMR (CDCl3, 400 MHz) δ: 0.93 (3H, t, J=7.2 Hz, CH3), 1.41 (2H, sextuple, J=7.20 Hz, CH2), 1.72 (2H, quintuple, J=7.20 Hz, CH2), 2.88 (2H, t, J=7.2 Hz, CH3), 3.80 (3H, s, OCH3), 3.83 (3H, s, OCH3), 3.94 (3H, s, OCH3), 6.72˜6.82 (3H, m, ArH), 7.25˜7.40 (4H, m, ArH), 11.16 (1H, br, CONH); EI-MS m/e (%): 426.1 (M+, 50), 383.1 (7), 165.1 (100); HREI-MS Calcd. for C23H26N2O4S: 426.1613. found: 426.1613. Anal. Calcd. for C23H26N2O4S: C, 64.77; H, 6.14; N, 6.57. found: C, 64.56; H, 6.23; N, 6.61.

Provenance & Evidence