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

HRID 55074Notes

Reaction equation

HRID 55074 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]=[CH:14][CH:15]=3)[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]>>[CH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[CH:18][C:9]=1[S:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:27]([NH:26][C:23]2[CH:24]=[CH:25][C:20]([Cl:19])=[C:21]([C:29]([F:32])([F:30])[F:31])[CH:22]=2)=[S:28])=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 5200261-Chloro-4-isothiocyanato-2-(trifluoromethyl)benzeneHCID 189716452-(4-Aminophenylthio)naphthalene

Product 1

HCID 189716651-[4-(2-Naphthylthio)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)thioureaYield 34.1%

Procedure

2-(4-Aminophenylthio)naphthalene (4.2 mmoles, 1.06 g) and 4-chloro-3-trifluoromethylphenylisothiocyanate (4.2 mmoles, 0.93 g) were reacted according to procedure A to yield of the title compound 0.7 g, 34%. Mass Spec (FD) 489. Calculated for C24H16ClF3N2S2 : C,; H, N, Found: C,; H,; N,.

Sources & evidence

ORD record
ord-2843050ee8f5474a8d8861a0839108f2
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

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