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

HRID 374139Notes

Reaction equation

HRID 374139 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 methanol-diethyl 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 methanol-diethyl ether

Sources & evidence

ORD record
ord-f719cb2aa06c425795c7a051a52350d0
Source dataset
uspto-grants-1992_11
Patent number
US05166347

Reaction notes

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