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

HRID 55065Notes

Reaction equation

HRID 55065 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:18]=[C:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[CH:4][CH:3]=1.[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]=[C:33]=[S:34])=[CH:28][C:27]=1[C:35]([F:38])([F:37])[F:36]>>[C:19]1([C:17]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:9]([S:8][C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:33]([NH:32][C:29]4[CH:30]=[CH:31][C:26]([Cl:25])=[C:27]([C:35]([F:38])([F:36])[F:37])[CH:28]=4)=[S:34])=[CH:7][CH:6]=3)[CH:18]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 5200261-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzeneHCID 189716782-(4-Aminophenylthio)-4-phenylquinoline

Product 1

HCID 189716791-[4-(4-Phenyl-2-quinolylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thioureaYield 61%

Procedure

2-(4-aminophenylthio)-4-phenylquinoline (3.0 moles, 1.0 g) and 4-chloro-3-trifluoromethylphenylisothiocyanate (3.3 mmoles, 0.79 g) were reacted according to procedure C to yield the title compound 1.03 g, 61%. Mass Spec (FD) 565. Calculated for C29H19ClF3N3S2 : C, 61.53; H, 3.38; N, 7.42. Found: C, 61.82; H, 3.63; N, 7.43.

Sources & evidence

ORD record
ord-99b53dac1188446eba3c92c87c24075b
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

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