1,1'-Thiocarbonyldiimidazole → 1-[(2-(2,6-Difluorophenyl)ethyl)thiocarbamoyl]imidazole

HRID 2257798Notes

Reaction equation

HRID 2257798 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=C1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2].[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=1CCN>C(#N)C>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=1[CH2:11][CH2:12][NH:8][C:1]([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2]

Participants

4

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 37461112-(2,6-Difluorophenyl)ethan-1-amine

Product 1

HCID 152056241-[(2-(2,6-Difluorophenyl)ethyl)thiocarbamoyl]imidazoleYield 124.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1,1'-thiocarbonyldiimidazole (9.5 g, 48 mmol) and 2-(2,6-difluorophenyl)ethylamine (7.54 g, 48 mmol) in acetonitrile (100 mL) was stirred at room temperature for 20 h. The solution was concentrated under reduced pressure and the resulting precipitate was collected by filtration and triturated with hexane to provide 16 g of crude titled product as a brown solid:

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. filtrationthe resulting precipitate was collected by filtration
  3. customtriturated with hexane

Sources & evidence

ORD record
ord-28fbbc3a4fe04407a49e0ce5a33b436f
Source dataset
uspto-grants-1997_08
Patent number
US05658907

Reaction notes

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