1-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzene → 1-[4-(4-Quinolylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thiourea

HRID 55069Notes

Reaction equation

HRID 55069 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[S:28])=[CH:22][C:21]=1[C:29]([F:32])([F:31])[F:30]>>[N:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]([S:8][C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:27]([NH:26][C:23]3[CH:24]=[CH:25][C:20]([Cl:19])=[C:21]([C:29]([F:32])([F:30])[F:31])[CH:22]=3)=[S:28])=[CH:7][CH:6]=2)=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 5200261-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzeneHCID 189716534-(4-Aminophenylthio)quinoline

Product 1

HCID 189716861-[4-(4-Quinolylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thioureaYield 56%

Procedure

4-(4-aminophenylthio)quinoline (3.9 moles, 1.0 g) and 4-chloro-3-trifluoromethylphenylisothiocyanate (3.9 moles, 0.92 g) were reacted according to procedure A to yield of the title compound 1.06 g, 56%. Mass spec (FD) 490. Calculated for C23H15ClF3N3S2 : C, 56.38; H, 3.09, N, 8.58. Found: C, 56.60; H, 3.11; N, 8.42.

Sources & evidence

ORD record
ord-be5e0f6c98d84a9c9fc8f4d0c5dd3966
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

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