Veratroyl chloride → HCID 57991585, compound

Participants

Reaction Steps

A procedure similar to that in Example 4 was used. 5-(4-nitro-benzyl)-4-phenyl-thiazol-2-ylamine prepared in Example 26 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 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 64.7%, mp: 105-106 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.90 (3H, s, OCH3), 3.96 (3H, s, OCH3), 4.35 (2H, s, CH2), 6.85 (1H, t, J=8.68 Hz, ArH), 7.30˜7.48 (9H, m, ArH), 8.18 (2H, t, J=8.68 Hz, ArH), 10.21 (1H, br, CONH); EI-MS m/e (%): 475.0 (M+, 20), 165.0 (100); HREI-MS Calcd. for C25H21N3O5S: 475.1202. found: 475.1210.

Provenance & Evidence