Water → HCID 20378253, compound

HRID 2051947Notes

Reaction equation

HRID 2051947 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([S:20][C:21]([F:26])([F:25])[CH:22]([F:24])[F:23])[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.Cl[C:28]([O:30][CH2:31][CH3:32])=[O:29].O>N1C=CC=CC=1>[CH2:31]([O:30][C:28]([N:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[C:12]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)[N:11]=[C:10]1[S:20][C:21]([F:26])([F:25])[CH:22]([F:23])[F:24])=[O:29])[CH3:32]

Participants

5

Reactant 3

HCID 962WaterHCID 10928Ethyl chloroformate2×HCID 11025519HCID 11025519, compound

Product 1

HCID 20378253HCID 20378253, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To an ice-cooled mixture of 4,5-bis(4-fluorophenyl)-2-(1,1,2,2-tetrafluoroethylthio)imidazole (1.5 g) in pyridine (20 ml) was added ethyl chloroformate (1.3 g). The progress of the reaction was monitored by thin layer chromatography. Additional ethyl chloroformate (7.0 g, added in three portions) and warming to room temperature were required to force the reaction to completion. The reaction mixture was poured into water, and the crystalline solid was collected and washed with water. There was obtained 1.2 g of colorless product, mp 137°-139°.

Workup

  1. customthe reaction to completion
  2. customthe crystalline solid was collected
  3. washwashed with water

Sources & evidence

ORD record
ord-80e7334439ac46ec9b4e1c864249e6e4
Source dataset
uspto-grants-1980_01
Patent number
US04182769

Reaction notes

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