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

HRID 55061Notes

Reaction equation

HRID 55061 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:18]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[CH:4][CH:3]=1.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([N:31]=[C:32]=[S:33])=[CH:27][C:26]=1[C:34]([F:37])([F:36])[F:35]>>[CH2:22]([O:21][C:19]([C:17]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([S:8][C:5]2[CH:6]=[CH:7][C:2]([NH:1][C:32]([NH:31][C:28]3[CH:29]=[CH:30][C:25]([Cl:24])=[C:26]([C:34]([F:37])([F:35])[F:36])[CH:27]=3)=[S:33])=[CH:3][CH:4]=2)[CH:18]=1)=[O:20])[CH3:23]

Participants

3

Reactant 2

HCID 5200261-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzeneHCID 189716462-(4-Aminophenylthio)-4-ethoxycarbonylquinoline

Product 1

HCID 189716761-[4-(4-Ethoxycarbonyl-2-quinolylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thioureaYield 89%

Procedure

2-(4-aminophenylthio)-4-ethoxycarbonylquinoline (6.0 moles, 2.0 g) and 4-chloro-3-trifluoromethylphenylisothiocyanate (6.0 mmoles, 1.4 g) were reacted according to procedure C to yield 3.0 g, 89% of the title compound. Mass Spec (FD) 561. Calculated for C26H19ClF3N3O2S2 : C, 55.56; H, 3.41; N, 7.48. Found: C, 55.38 H, 3.38; N, 7.36.

Sources & evidence

ORD record
ord-70cc713a712d4f44814bcc9a506d0034
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

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