Methyl iodide → HCID 9994006, compound

HRID 902209Notes

Reaction equation

HRID 902209 reaction equation
[C:1]([N:3]=[C:4]([NH:7][CH:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Cl:17])[CH3:9])[CH2:5][CH3:6])#[N:2].[H-].[Na+].I[CH3:21]>CN(C)C=O>[C:1]([N:3]=[C:4]([N:7]([CH:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Cl:17])[CH3:9])[CH3:21])[CH2:5][CH3:6])#[N:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178457581HCID 178457581, compound

Product 1

HCID 9994006HCID 9994006, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.00 g of N′-cyano-N-[1-(2,4-dichlorophenyl)ethyl]propaneimidamide was dissolved in 25 ml of dimethylformamide, and 0.16 g of sodium hydride (60% pure in paraffin oil) was added at room temperature. After 30 minutes, 0.63 g of iodomethane was added. The mixture was stirred at room temperature overnight and, after removal of the solvent, purified chromatographically. This gave 0.86 g of N′-cyano-N-[1-(2,4-dichlorophenyl)ethyl]-N-methylpropaneimidamide of logP 2.80 and m.p. 148° C.

Workup

  1. customafter removal of the solvent
  2. custompurified chromatographically

Sources & evidence

ORD record
ord-e1ecf0b013b74e6f81b142f83b4ae2c1
Source dataset
uspto-grants-2008_04
Patent number
US07365098B2

Reaction notes

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