1-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzene → 1-[4-(6-Methoxy-2-quinolylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thiourea

HRID 55067Notes

Reaction equation

HRID 55067 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[N:10]=2)=[CH:4][CH:3]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]=[C:29]=[S:30])=[CH:24][C:23]=1[C:31]([F:34])([F:33])[F:32]>>[CH3:20][O:19][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([S:8][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:29]([NH:28][C:25]3[CH:26]=[CH:27][C:22]([Cl:21])=[C:23]([C:31]([F:34])([F:32])[F:33])[CH:24]=3)=[S:30])=[CH:7][CH:6]=1)[CH:18]=[CH:17]2

Participants

3

Reactant 2

HCID 5200261-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzeneHCID 189716622-(4-Aminophenylthio)-6-methoxyquinoline

Product 1

HCID 189716661-[4-(6-Methoxy-2-quinolylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thioureaYield 72%

Procedure

2-(4-aminophenylthio)-6-methoxyquinoline (15.0 moles, 4.2 g) and 4-chloro-3-trifluoromethylphenylisothiocyanate (15.0 mmoles, 3.6 g) were reacted according to procedure C to yield 5.6 g, 72% of the title compound. Mass Spec (FD) 519. Calculated for C24H17ClF3N3OS2 : C, 55.44; H, 3.30; N, 8.08. Found: C, 55.62; H, 3.43; N, 8.27.

Sources & evidence

ORD record
ord-da1e76e58112450bab27c461d4f79611
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

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