Methyl 2-pyridylacetate → 4'-Cyanomethyl-2-(2-pyridyl)acetanilide

HRID 1699411Notes

Reaction equation

HRID 1699411 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([O:10]C)=O.[NH2:12][C:13]1[CH:21]=[CH:20][C:16]([CH2:17][C:18]#[N:19])=[CH:15][CH:14]=1>C1(C)C(C)=CC=CC=1>[C:18]([CH2:17][C:16]1[CH:20]=[CH:21][C:13]([NH:12][C:8](=[O:10])[CH2:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[CH:14][CH:15]=1)#[N:19]

Participants

4

Reactant 2

HCID 74264Methyl 2-pyridylacetateHCID 770004-Aminophenylacetonitrile

Product 1

HCID 183198714'-Cyanomethyl-2-(2-pyridyl)acetanilideYield 66.4%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A reaction mixture of 5.12 g of methyl 2-pyridylacetate, 5.14 g of 4-aminobenzyl cyanide and 50 ml of xylene was heated to reflux for 24 hours. An appropriate amount of the solvent was evaporated, diethyl ether was added to the residue, and the resulting crystals were taken by filtration to give 5.65 g of 4′-cyanomethyl-2-(2-pyridyl)acetanilide.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 24 hours
  3. customAn appropriate amount of the solvent was evaporated
  4. additiondiethyl ether was added to the residue
  5. filtrationthe resulting crystals were taken by filtration

Sources & evidence

ORD record
ord-95b5a1a61b7e4ac6a24934058bc63c39
Source dataset
uspto-grants-2002_02
Patent number
US06346532B1

Reaction notes

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