HCID 14853161, compound → HCID 118590179, compound

HRID 520231Notes

Reaction equation

HRID 520231 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])[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]([O:32][C:33]([F:36])([F:35])[F:34])=[CH:28][CH:27]=3)[N:22]=2)=[CH:17][CH:16]=1)=[C:13]=[S:14]>>[Cl:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH:2]([NH:1][C:13]([NH:12][C:15]1[CH:16]=[CH:17][C:18]([C:21]2[N:25]=[CH:24][N:23]([C:26]3[CH:31]=[CH:30][C:29]([O:32][C:33]([F:36])([F:34])[F:35])=[CH:28][CH:27]=3)[N:22]=2)=[CH:19][CH:20]=1)=[S:14])[CH2:3][OH:4]

Participants

3

Reactant 2

HCID 14853161HCID 14853161, compoundHCID 1185901653-(4-Isothiocyanatophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole

Product 1

HCID 118590179HCID 118590179, compound

Procedure

The title compound was prepared with 2-amino-2-(2-chlorophenyl)ethanol (Brueggemeier, U.; et al., WO 2010105770) and 3-(4-isothiocyanato-phenyl)-1-(4-trifluoromethoxy-phenyl)-1H-1,2,4-triazole and isolated as a white solid (1.44 g, quantitative): 1H NMR (300 MHz, CDCl3) δ 7.97 (d, J=1.1 Hz, 1H), 7.64 (d, J=8.2 Hz, 1H), 7.47-7.41 (m, 1H), 7.23-7.13 (m, 2H), 6.87-6.55 (m, 11H), 5.39 (d, J=8.3 Hz, 1H), 3.48-3.30 (m, 2H).

Workup

  1. customisolated as a white solid (1.44 g, quantitative)

Sources & evidence

ORD record
ord-bb9bf273453d456f8c164b4c5f201e63
Source dataset
uspto-grants-2016_05
Patent number
US09326516B2

Reaction notes

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