2-Amino-2-phenylethanol → 1-(2-Hydroxy-1-phenylethyl)-3-(4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)thiourea
Reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4].[N:11]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[N:24]=[CH:23][N:22]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)[N:21]=2)=[CH:16][CH:15]=1)=[C:12]=[S:13]>>[OH:4][CH2:3][CH:2]([NH:1][C:12]([NH:11][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[N:24]=[CH:23][N:22]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:27][CH:26]=3)[N:21]=2)=[CH:16][CH:15]=1)=[S:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1Participants
3
Procedure
The title compound was prepared with 2-amino-2-phenylethanol and 3-(4-isothiocyanatophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole and isolated as a white solid (1.36 g, quantitative): 1H NMR (300 MHz, CDCl3) δ 8.05 (s, 1H), 7.65 (d, J=8.4 Hz, 2H), 7.38 (d, J=4.6 Hz, 1H), 7.30 (d, J=8.5 Hz, 2H), 7.20 (d, J=8.6 Hz, 2H), 6.88-6.61 (m, 8H), 6.43 (d, J=7.9 Hz, 1H), 5.22-4.90 (m, 1H), 3.46-3.28 (m, 2H); ESIMS m/z 484 ([M+H]+).