2-Amino-2-(4-methylphenyl)ethanol → 1-(2-Hydroxy-1-(p-tolyl)ethyl)-3-(4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)thiourea

HRID 520233Notes

Reaction equation

HRID 520233 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[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]>>[OH:4][CH2:3][CH:2]([NH:1][C:13]([NH: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:33])[F:34])=[CH:28][CH:27]=3)[N:22]=2)=[CH:17][CH:16]=1)=[S:14])[C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 113095992-Amino-2-(4-methylphenyl)ethanolHCID 1185901713-(4-isothiocyanatophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole

Product 1

HCID 1185901221-(2-Hydroxy-1-(p-tolyl)ethyl)-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-(p-tolyl)ethanol and 3-(4-isothiocyanatophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole and isolated as a white solid (1.39 g, 99%): 1H NMR (300 MHz, CDCl3) δ 8.06 (s, 1H), 7.66 (d, J=8.4 Hz, 2H), 7.31 (d, J=8.7 Hz, 2H), 7.21 (d, J=8.6 Hz, 2H), 6.76 (t, J=8.5 Hz, 2H), 6.63-6.49 (m, 7H), 5.12-5.00 (m, 1H), 3.56-3.08 (m, 2H), 1.73 (s, 3H); ESIMS m/z 498 ([M+H]+).

Sources & evidence

ORD record
ord-a0bd0a46698b446585a16f9c10b5024e
Source dataset
uspto-grants-2016_05
Patent number
US09326516B2

Reaction notes

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