4-Chlorobenzylamine → N-cyano-N'-(4-chlorobenzyl)-2-pyridinecarboximidamide

HRID 327092Notes

Reaction equation

HRID 327092 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].[Cl: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]([Cl:13])=[CH:15][CH:16]=1)#[N:2]

Participants

4

Reactant 2

HCID 660364-ChlorobenzylamineHCID 100121892-Pyridinecarboximidic acid, N-cyano-, methyl ester

Product 1

HCID 19734551N-cyano-N'-(4-chlorobenzyl)-2-pyridinecarboximidamideYield 16.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-2-pyridinecarboximidate (0.50 g, 3.1 mmol) was dissolved in methanol (10 ml), 4-chlorobenzylamine (0.48 g, 3.4 mmol) was added, and the resulting mixture was stirred at room temperature for 5 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 (0.13 g, 0.5 mmol, yield: 16%) 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-1bbfd302da1e4f7b950993b809a51943
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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