Aniline → N-cyano-N'-phenyl-2-pyridinecarboximidamide

HRID 374134Notes

Reaction equation

HRID 374134 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].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[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:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)#[N:2]

Participants

4

Reactant 2

HCID 6115AnilineHCID 100121892-Pyridinecarboximidic acid, N-cyano-, methyl ester

Product 1

HCID 14510256N-cyano-N'-phenyl-2-pyridinecarboximidamideYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-2-pyridinecarboximidate (0.50 g, 3.1 mmol) was dissolved in methanol (10 ml), aniline (0.32 g, 3.4 mmol) was added, and the resulting mixture was stirred at room temperature for 40 minutes. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was crystallized from dichloromethane-diethyl ether to give the title compound (0.63 g, 2.8 mmol, yield: 91%) as colorless needles.

Workup

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

Sources & evidence

ORD record
ord-be8bd1e8968c4625b60e63e667aa2c07
Source dataset
uspto-grants-1992_11
Patent number
US05166347

Reaction notes

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