p-Methylphenethylamine → N-cyano-N'-[2-(4-methylphenyl)ethyl]-2-pyridinecarboximidamide

HRID 327094Notes

Reaction equation

HRID 327094 reaction equation
[C:1]([N:3]=[C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)OC)#[N:2].[C:13]1([CH3:22])[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][NH2:21])=[CH:15][CH:14]=1>CO>[C:1]([NH:3][C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)=[N:21][CH2:20][CH2:19][C:16]1[CH:17]=[CH:18][C:13]([CH3:22])=[CH:14][CH:15]=1)#[N:2]

Participants

4

Reactant 2

HCID 76751p-MethylphenethylamineHCID 100121892-Pyridinecarboximidic acid, N-cyano-, methyl ester

Product 1

HCID 19734557N-cyano-N'-[2-(4-methylphenyl)ethyl]-2-pyridinecarboximidamideYield 93.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-2-pyridinecarboximidate (0.50 g, 3.1 mmol) was dissolved in methanol (10 ml), 2-(p-tolyl)ethylamine (0.47 g, 3.5 mmol) was added, and the resulting mixture was stirred at room temperature for 1 hour. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was crystallized from methanoldiethyl ether to give the title compound (0.76 g, 2.9 mmol, yield: 93%) as colorless crystals.

Workup

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customthe residue thus obtained
  3. customwas crystallized from methanoldiethyl ether

Sources & evidence

ORD record
ord-de16b5617a724080a665f622b6743ac2
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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