反应详情

Reaction of oxalyl chloride (132 λL, 1.5 mmol) and benzoic acid 4 (376 mg, 1.0 mmol) with subsequent coupling to N-methyl-N-(3-pyridinylmethyl)amine (51 mg, 1.1 mmol) gave benzamide 11 (322 mg, 67%) as a white powder: mp (EtOAc) 77-80° C.; 1H NMR δ 8.59 (br s, 1H, H-2′), 8.52 (br d, J=4.5 Hz, 1H, H-6′), 7.87 (br d, J=7.6 Hz, 2H, H-2, H-6), 7.77 (br s, 1H, H-4′), 7.66 (br d, J=8.2 Hz, 2H, H-2″, H-6″), 7.58 (br s, 2H, H-3, H-5), 7.38-7.44 (m, 3H, H-5′, H-3″, H-5″), 4.71 (br s, 2H, CH2N), 4.62 (s, 2H, CH2SO2), 2.90 (s, 3H, NCH3), 2.39 (s, 3H, CH3), 2.11 (s, 3H, CH3); 13C NMR δ 169.7, 158.0, 149.7, 149.1, 148.6, 144.5, 137.6, 135.6, 135.5, 132.9, 129.6 (2), 128.2 (2), 127.8 (2), 127.4, 125.9, 125.5 (2), 123.7, 52.9, 47.8, 37.0, 21.0, 9.6; MS m/z 476.7 (MH+, 100%). Anal. calcd for C26H25N3O4S: C, 65.67; H, 5.30; N, 8.84. Found: C, 65.46; H, 5.37; N, 8.67%.