Sodium hydride → 2-(4-(Trifluoromethylthio)benzyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 749526Notes

Reaction equation

HRID 749526 reaction equation
[F:1][C:2]([F:17])([F:16])[S:3][C:4]1[CH:15]=[CH:14][C:7]([CH2:8][CH:9]([C:12]#[N:13])[C:10]#[N:11])=[CH:6][CH:5]=1.[H-].[Na+].Br[CH2:21][CH2:22][C:23]([F:26])([F:25])[F:24]>CN(C)C=O>[F:17][C:2]([F:16])([F:1])[S:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][C:9]([CH2:21][CH2:22][C:23]([F:26])([F:25])[F:24])([C:12]#[N:13])[C:10]#[N:11])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27251143-Bromo-1,1,1-trifluoropropaneHCID 22234991(4-(Trifluoromethylthio)benzyl)malononitrile

Product 1

HCID 222350612-(4-(Trifluoromethylthio)benzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 11%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.50 g of (4-(trifluoromethylthio)benzyl)malononitrile, 10 ml of N,N-dimethylformamide, 0.09 g of sodium hydride (60% in oil), and 0.38 g of 1-bromo-3,3,3-trifluoropropane, and according to the process described in the Production Example 1, there was obtained 0.03 g of 2-(4-(trifluoromethylthio)benzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (13)).

Sources & evidence

ORD record
ord-2bc82cb4f44a41078c4c7884002ea49d
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

Loading…