Sodium hydride → 2-(3,4,4-Trifluoro-3-butenyl)-2-(4-(trifluoromethylthio)benzyl)malononitrile

HRID 749563Notes

Reaction equation

HRID 749563 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:27])=[C:24]([F:26])[F:25]>CN(C)C=O>[F:27][C:23](=[C:24]([F:26])[F:25])[CH2:22][CH2:21][C:9]([CH2:8][C:7]1[CH:6]=[CH:5][C:4]([S:3][C:2]([F:16])([F:1])[F:17])=[CH:15][CH:14]=1)([C:12]#[N:13])[C:10]#[N:11]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 663334-Bromo-1,1,2-trifluorobut-1-eneHCID 22234991(4-(Trifluoromethylthio)benzyl)malononitrile

Product 1

HCID 222350242-(3,4,4-Trifluoro-3-butenyl)-2-(4-(trifluoromethylthio)benzyl)malononitrileYield 17%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.50 g of (4-(trifluoromethylthio)benzyl)malononitrile, 10 ml of N,N-dimethylformamide, 86 mg of sodium hydride (60% in oil), and 0.74 g of 4-bromo-1,1,2-trifluoro-1-butene, and according to the process described in the Production Example 1, there was obtained 0.12 g of 2-(3,4,4-trifluoro-3-butenyl)-2-(4-(trifluoromethylthio)benzyl)malononitrile (the present compound (54)).

Sources & evidence

ORD record
ord-4ab554aaac3348fbbbf0ce06d460477f
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

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