Benzoyl chloride, 3,4,5-trimethoxy- → HCID 57991583, 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 3,4,5-trimethoxy-benzoyl chloride prepared in the step 1 of Example 37 were used as starting materials, allowed to react at room temperature overnight, followed by post-treatment to give a glassy 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 51.8%, mp: 197-198 └. 1H-NMR (CDCl3, 400 MHz) δ: 0.93 (3H, t, J=7.2 Hz, CH3), 1.43 (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), 3.75 (6H, s, 2×OCH3), 3.78 (3H, s, OCH3), 3.89 (3H, s, OCH3), 6.74 (2H, d, J=8.80 Hz, ArH), 6.91 (2H, s, ArH), 7.28 (2H, d, J=8.80 Hz, ArH), 11.96 (1H, br, CONH); EI-MS m/e (%): 456.1 (M+, 49), 413.1 (7), 195.1 (100); HREI-MS Calcd. for C24H28N2O5S: 456.1719. found: 456.1718. Anal. Calcd. for C24H28N2O5S: C, 63.14; H, 6.18; N, 6.14. found: C, 63.24; H, 6.20; N, 6.25.

Provenance & Evidence