Tetrafluoroethylene → 4-(3,4-Dichlorophenyl)-2-(1,1,2,2-tetrafluoroethylthio)-5-(2-thienyl)-1H-imidazole

HRID 237004

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([SH:19])[NH:12][C:13]=2[C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].[F:20][C:21]([F:25])=[C:22]([F:24])[F:23]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([S:19][C:22]([F:24])([F:23])[CH:21]([F:25])[F:20])[NH:12][C:13]=2[C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Reactant 2

HCID 8301Tetrafluoroethylene

HCID 178527840HCID 178527840, compound

Product 1

HCID 213149924-(3,4-Dichlorophenyl)-2-(1,1,2,2-tetrafluoroethylthio)-5-(2-thienyl)-1H-imidazole

Procedure

4-(3,4-Dichlorophenyl)-5-(2-thienyl)-1H-2-imidazolethiol (30.0 g; 92 mmoles) was reacted with 15.0 g of tetrafluoroethylene as described in Example 4 E to give, after chromatography on Silicar CC No. 7 with chloroform, 19.1 g of 4-(3,4-dichlorophenyl)-2-(1,1,2,2-tetrafluoroethylthio)-5-(2-thienyl)-1H-imidazole, m.p. 178°-180° (recrystallized from toluene).

Workup

customto give
custom7 with chloroform, 19.1 g of 4-(3,4-dichlorophenyl)-2-(1,1,2,2-tetrafluoroethylthio)-5-(2-thienyl)-1H-imidazole, m.p. 178°-180° (recrystallized from toluene)

Sources & evidence

ORD record: ord-f38521aec30f461d93b8edea20d116e7
Source dataset: uspto-grants-1979_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04159338

Linked notes

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