Water → (1H-pyrazole-1-yl methyl) (3,3,3-trifluoropropyl) malononitrile
Reaction equation
Cl.Cl[CH2:3][N:4]1[CH:8]=[CH: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]=[CH:7][CH:6]=[N:5]1Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
0.76 g of 1-(chloromethyl)-1H-pyrazole hydrochloride and 0.81 g of (3,3,3-trifluoropropyl)malononitrile were dissolved in 10 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 5 hours. Water was added to the reaction mixture, and then extracted with methyl-t-butyl ether (may be referred as MTBE, hereinafter) . The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was recrystallized from hexane-ethyl acetate to obtain 0.36 g of (1H-pyrazole-1-yl methyl) (3,3,3-trifluoropropyl) malononitrile (referred as the compound of the present invention (1), hereinafter) shown by below formula.
Workup
- stirringby stirring at room temperature for 5 hours
- extractionextracted with methyl-t-butyl ether (
- washThe organic layer was washed with water
- dry with materialdried over anhydrous magnesium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe residue was recrystallized from hexane-ethyl acetate
Sources & evidence
- ORD record
- ord-d5bf73066bf54b8f87e87d20a6845c1e
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07541374B2
Reaction notes
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