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

HRID 1743565Notes

Reaction equation

HRID 1743565 reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[CH:5][CH:4]=1.[H-].[Na+].[F:13][C:14]([F:23])([F:22])[CH2:15][CH2:16][CH:17]([C:20]#[N:21])[C:18]#[N:19]>CN(C)C=O>[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][C:17]([CH2:16][CH2:15][C:14]([F:13])([F:22])[F:23])([C:18]#[N:19])[C:20]#[N:21])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 113679304-(Methylthio)benzyl bromideHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 222349832-(4-(Methylthio)benzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 50%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.22 g of 4-(methylthio)benzyl bromide, 3 ml of N,N-dimethylformamide, 0.05 g of sodium hydride (60% in oil), and 0.17 g of (3,3,3-trifluoropropyl)malononitrile, and according to the process described in the Production Example 26, there was obtained 0.15 g of 2-(4-(methylthio)benzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (34)).

Sources & evidence

ORD record
ord-6bb45154f0654d5a98a38361fa4078d6
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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