Diethylcarbamoyl chloride → HCID 20378256, compound

HRID 2051950Notes

Reaction equation

HRID 2051950 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([S:18][C:19]([F:24])([F:23])[CH:20]([F:22])[F:21])[NH:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:25]([N:27]([CH2:31][CH3:32])[C:28](Cl)=[O:29])[CH3:26]>>[CH2:25]([N:27]([CH2:31][CH3:32])[C:28]([N:10]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[C:9]1[S:18][C:19]([F:23])([F:24])[CH:20]([F:22])[F:21])=[O:29])[CH3:26]

Participants

3

Reactant 2

HCID 6916Diethylcarbamoyl chlorideHCID 135080754,5-Diphenyl-2-(1,1,2,2-tetrafluoroethylthio)imidazole

Product 1

HCID 20378256HCID 20378256, compoundYield 55.4%

Procedure

A mixture of 2.0 g (0.006 mole) of 4,5-diphenyl-2-(1,1,2,2-tetrafluoroethylthio)imidazole and 10.0 g (0.074 mole) of diethylcarbamoyl chloride was heated at reflux for two hours. Excess diethylcarbamoyl chloride was removed under high vacuum. The residue was chromatographed on silica gel, eluting with toluene, to give 1.5 g of product, mp 108°-9° (from methylcyclohexane).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for two hours
  3. customExcess diethylcarbamoyl chloride was removed under high vacuum
  4. customThe residue was chromatographed on silica gel
  5. washeluting with toluene

Sources & evidence

ORD record
ord-f194337653a543dc8983a1b92efc87ed
Source dataset
uspto-grants-1980_01
Patent number
US04182769

Reaction notes

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