4-Methylbenzylamine → N-cyano-N'-(4-methylbenzyl)-2-pyridinecarboximidamide

HRID 1588509Notes

Reaction equation

HRID 1588509 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].[CH3:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH2:19])=[CH:16][CH:15]=1>CO>[C:1]([NH:3][C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)=[N:19][CH2:18][C:17]1[CH:20]=[CH:21][C:14]([CH3:13])=[CH:15][CH:16]=1)#[N:2]

Participants

4

Reactant 2

HCID 660354-MethylbenzylamineHCID 100121892-Pyridinecarboximidic acid, N-cyano-, methyl ester

Product 1

HCID 19734553N-cyano-N'-(4-methylbenzyl)-2-pyridinecarboximidamideYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-2-pyridinecarboximidate (0.30 g, 1.9 mmol) was dissolved in methanol (10 ml), p-methylbenzylamine (0.25 g, 2.1 mmol) was added, and the resulting mixture was stirred at room temperature for 2 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was crystallized from diethyl ether to give the title compound (0.41 g, 1.6 mmol, yield: 91%) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-3c78812d25bd4d5faee51f962b542967
Source dataset
uspto-grants-1993_06
Patent number
US05223508

Reaction notes

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