2,3-Dichloropropene → 2-(2-Chloro-2-propenyl)-2-(4-(trifluoromethylthio)benzyl)malononitrile

HRID 1743534Notes

Reaction equation

HRID 1743534 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+].[Cl:20][C:21]([CH2:23]Cl)=[CH2:22]>CN(C)C=O>[Cl:20][C:21](=[CH2:22])[CH2:23][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 65652,3-DichloropropeneHCID 24758Sodium hydrideHCID 22234991(4-(Trifluoromethylthio)benzyl)malononitrile

Product 1

HCID 222350532-(2-Chloro-2-propenyl)-2-(4-(trifluoromethylthio)benzyl)malononitrileYield 47%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.50 g of (4-(trifluoromethylthio)benzyl)malononitrile, 5 ml of N,N-dimethylformamide, 90 mg of sodium hydride (60% in oil), and 0.26 g of 2,3-dichloropropene, and according to the process described in the Production Example 1, there was obtained 0.30 g of 2-(2-chloro-2-propenyl)-2-(4-(trifluoromethylthio)benzyl)malononitrile (the present compound (2)).

Sources & evidence

ORD record
ord-ac4a99ee4beb43dd8e586c47d76e4d14
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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