Dimethylformamide → HCID 20378270, compound

HRID 2051948Notes

Reaction equation

HRID 2051948 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([S:20]([C:23]([F:28])([F:27])[CH:24]([F:26])[F:25])(=[O:22])=[O:21])[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.CI.[C:31](=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([S:20]([C:23]([F:28])([F:27])[CH:24]([F:25])[F:26])(=[O:21])=[O:22])[N:11]([CH3:31])[C:12]=2[C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 44188Tiflamizole

Product 1

HCID 20378270HCID 20378270, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4,5-bis(4-fluorophenyl)-2-(1,1,2,2-tetrafluoroethylsulfonyl)imidazole (3.0 g, 0.0071 mole), methyl iodide (1.5 g, 0.011 mole), potassium carbonate (1.5 g, 0.011 mole), and dimethylformamide (30 ml) was stirred for 50 hours at room temperature in a stoppered flask. The mixture was then poured into water, and after the oil crystallized, the solid was collected and washed with water. There was obtained 2.9 g of colorless crystals, mp 122°-124°. Recrystallization from heptane (125 ml) gave 2.5 g (81%) of colorless prisms, mp 125°-126.5°.

Workup

  1. customafter the oil crystallized
  2. customthe solid was collected
  3. washwashed with water

Sources & evidence

ORD record
ord-086d14304dfc4ca8a47126e03c872e68
Source dataset
uspto-grants-1980_01
Patent number
US04182769

Reaction notes

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