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

HRID 55063Notes

Reaction equation

HRID 55063 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]([Cl:19])[CH:15]=3)[N:10]=2)=[CH:4][CH:3]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[S:29])=[CH:23][C:22]=1[C:30]([F:33])([F:32])[F:31]>>[Cl: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:28]([NH:27][C:24]3[CH:25]=[CH:26][C:21]([Cl:20])=[C:22]([C:30]([F:33])([F:31])[F:32])[CH:23]=3)=[S:29])=[CH:7][CH:6]=1)[CH:18]=[CH:17]2

Participants

3

Reactant 2

HCID 5200261-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzeneHCID 189716572-(4-Aminophenylthio)-6-chloroquinoline

Product 1

HCID 189716511-[4-(6-Chloro-2-quinolylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thioureaYield 51.3%

Procedure

2-(4-Aminophenylthio)-6-chloroquinoline (2.9 mmoles, 0.83 g) and 4-chloro-3-trifluoromethylphenylisothiocyanate (3.2 mmoles, 0.76 g) were reacted according to procedure C to yield 0.78 g, 51% of the title compound. Mass Spec (FD) 524. Calculated for C23H14ClF3N3S2 : C, 52.68; H, 2.69; N, 8.01. Found: C, 52.66; H, 2.78; N, 7.91. M Pt 138°-139° C.

Sources & evidence

ORD record
ord-837083d540824dd2a7d658eb06854ae4
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

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