Dimethylformamide → HCID 57856607, compound

HRID 406514Notes

Reaction equation

HRID 406514 reaction equation
[CH3:1][S-:2].[Na+].CN(C)C=O.[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1F)[C:13]#[N:14]>O>[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[S:2][CH3:1])[C:13]#[N:14]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 5872033,4-DifluorobenzonitrileHCID 4378561Sodium methanethiolate

Product 1

HCID 57856607HCID 57856607, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium thiomethoxide (3.88 g, 55.3 mmol) was added to a dimethylformamide (100 mL) solution of 3,4-difluorobenzonitrile (7.00 g, 50.3 mmol) over 20 minutes under ice water cooling, and the mixture was further stirred for 20 minutes at the same temperature. Water (200 mL) was added to the reaction mixture, and the solid precipitated therefrom was collected by filtration and washed with water. Thus, a crude product of the title compound was obtained. The crude product thus obtained was dissolved in ethyl acetate, and was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Thus, the title compound (7.30 g, yield: 87%) was obtained.

Workup

  1. customthe solid precipitated
  2. filtrationtherefrom was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-0dd366ac744b42dab495c5e0520ce08c
Source dataset
uspto-grants-2014_06
Patent number
US08754112B2

Reaction notes

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