2-Amino-2-(4-bromophenyl)ethanol → 1-(1-(4-Bromophenyl)-2-hydroxyethyl)-3-(4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)thiourea

HRID 520237Notes

Reaction equation

HRID 520237 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)[CH2:3][OH:4].[N:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[N:25]=[CH:24][N:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)[N:22]=2)=[CH:17][CH:16]=1)=[C:13]=[S:14]>>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([CH:2]([NH:1][C:13]([NH:12][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[N:25]=[CH:24][N:23]([C:26]4[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:33])[F:34])=[CH:28][CH:27]=4)[N:22]=3)=[CH:17][CH:16]=2)=[S:14])[CH2:3][OH:4])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 148531932-Amino-2-(4-bromophenyl)ethanolHCID 1185901713-(4-isothiocyanatophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole

Product 1

HCID 1185901461-(1-(4-Bromophenyl)-2-hydroxyethyl)-3-(4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)thiourea

Procedure

The title compound was prepared with 2-amino-2-(4-bromophenyl)ethanol and 3-(4-isothiocyanatophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole and isolated as a white solid (1.56 g, 99%): 1H NMR (400 MHz, CDCl3) δ 8.72 (s, 1H), 8.32-8.22 (m, 2H), 7.92 (d, J=8.0 Hz, 2H), 7.82 (d, J=8.4 Hz, 2H), 7.45-7.28 (m, 8H), 7.20 (d, J=8.0 Hz, 1H), 5.69 (s, 1H), 4.11-3.86 (m, 2H); ESIMS m/z 562 ([M+H]+).

Sources & evidence

ORD record
ord-9d2883a823344f2ab5316f3decc835cf
Source dataset
uspto-grants-2016_05
Patent number
US09326516B2

Reaction notes

Loading…