Phenyl isocyanate → {6-Chloro-3-methyl-4-[4-(3-phenyl-ureido)-phenyl]-naphthalen-2-yl}-acetic acid methyl ester
반응식
[CH3:1][O:2][C:3](=[O:24])[CH2:4][C:5]1[C:14]([CH3:15])=[C:13]([C:16]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:23])[CH:11]=2)[CH:6]=1.[N:25]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[C:26]=[O:27]>C(O)C>[CH3:1][O:2][C:3](=[O:24])[CH2:4][C:5]1[C:14]([CH3:15])=[C:13]([C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:26]([NH:25][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:27])=[CH:18][CH:17]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:23])[CH:11]=2)[CH:6]=1참가 물질
4
실험 절차
To a mixture of [4-(4-amino-phenyl)-6-chloro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester (115 mg, 0.34 mmol) and isocyanato-benzene (36 mg, 0.29 mmol) was added ethanol (5 mL) under nitrogen. The resulting suspension was stirred at room temperature for 4 hours and the precipitated solids were collected by filtration, washed with cold ethanol, and air-dried to give {6-chloro-3-methyl-4-[4-(3-phenyl-ureido)-phenyl]-naphthalen-2-yl}-acetic acid methyl ester (44 mg, 28%) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.86 (s, 1 H), 8.77 (s, 1 H), 7.95 (d, J=8.8 Hz, 1 H), 7.86 (s, 1 H), 7.64 (d, J=8.5 Hz, 2 H), 7.42-7.53 (m, 3 H), 7.30 (t, J=7.8 Hz, 2 H), 7.20 (d, J=1.8 Hz, 1 H), 7.15 (d, J=8.5 Hz, 2 H), 6.94-7.03 (m, 1 H), 3.96 (s, 2 H), 3.66 (s, 3 H), 2.10 (s, 3 H). HRMS calcd. for C27H24ClN2O3 [(M+H)+] 459.1470, obsd. 459.1470.