2-(Phenylmethyl)propanedinitrile → 2-benzyl-2-((E)-3-chloro-2-propenyl)malononitrile

HRID 1743589Notes

Reaction equation

HRID 1743589 reaction equation
[CH2:1]([CH:8]([C:11]#[N:12])[C:9]#[N:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[Cl:15][CH:16]=[CH:17][CH2:18]Cl>CN(C)C=O>[CH2:1]([C:8]([CH2:18]/[CH:17]=[CH:16]/[Cl:15])([C:9]#[N:10])[C:11]#[N:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 158462-(Phenylmethyl)propanedinitrileHCID 24758Sodium hydrideHCID 248831,3-Dichloropropene

Product 1

HCID 222350072-benzyl-2-((E)-3-chloro-2-propenyl)malononitrileYield 36.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.49 g of benzylmalononitrile, 15 ml of N,N-dimethylformamide, 0.14 g of sodium hydride (60% in oil), and 0.33 g of 1,3-dichloropropene, and according to the process described in the Production Example 1, there was obtained 0.25 g of 2-benzyl-2-((E)-3-chloro-2-propenyl)malononitrile (the present compound (60)) as high-polar compound.

Sources & evidence

ORD record
ord-222850a0b4cf4875894041ad0f23c440
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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