4-Cyanobenzoyl chloride → HCID 57991639, 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 p-cyanobenzoyl 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 petroleum ether and ethyl acetate (20:1-10:1) to obtain a product as a white solid in a yield of 39.5%, mp: 194-196 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.77 (3H, s, OCH3), 4.21 (2H, s, CH2), 6.69 (2H, d, J=8.68 Hz, ArH), 7.23˜7.32 (5H, m, ArH), 7.36 (2H, d, J=8.68 Hz, ArH), 7.48 (2H, d, J=8.16 Hz, ArH), 7.72 (2H, d, J=8.16 Hz, ArH); EI-MS m/e (%): 425.2 (M+, 100), 130.0 (40); HREI-MS Calcd. for C25H19N3O2S: 425.1198. found: 425.1191. Anal. Calcd. for C25H19N3O2S: C, 70.57; H, 4.50; N, 9.88. found: C, 70.50; H, 4.39; N, 9.99.

Provenance & Evidence