Water → HCID 86612658, compound

HRID 1982972Notes

Reaction equation

HRID 1982972 reaction equation
Cl.Cl[CH2:3][N:4]1[CH:8]=[N:7][CH:6]=[N:5]1.[F:9][C:10]([F:19])([F:18])[CH2:11][CH2:12][CH:13]([C:16]#[N:17])[C:14]#[N:15].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[N:4]1([CH2:3][C:13]([CH2:12][CH2:11][C:10]([F:9])([F:18])[F:19])([C:14]#[N:15])[C:16]#[N:17])[CH:8]=[N:7][CH:6]=[N:5]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 13268168HCID 13268168, compoundHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 86612658HCID 86612658, compoundYield 34.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.77 g of 1-(chloromethyl)-1H-1,2,4-triazole hydrochloride and 0.81 g of (3,3,3-trifluoropropyl) malononitrile were dissolved in 15 ml of N,N-dimethylformamide. 1.38 g of potassium carbonate was added to the solution under ice cooling with stirring, followed by stirring at room temperature for 7 hours. Water was added to the reaction mixture, and then extracted with MTBE. The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was recrystallized from hexane-MTBE to obtain 0.42 g of [(1H-1,2,4-triazole-1-yl)methyl](3,3,3-trifluoropropyl) malononitrile (referred as the compound of the present invention (27), hereinafter) shown by below formula.

Workup

  1. stirringby stirring at room temperature for 7 hours
  2. extractionextracted with MTBE
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was recrystallized from hexane-MTBE

Sources & evidence

ORD record
ord-8841517f92db40cba9b603699c643363
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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