Benzenemethanamine, 3,4-dichloro- → N-cyano-N'-(3,4-dichlorobenzyl)-4-pyridinecarboximidamide

HRID 327124Notes

Reaction equation

HRID 327124 reaction equation
[C:1]([N:3]=[C:4]([C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1)OC(C)C)#[N:2].[Cl:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:19][NH2:20]>CO>[C:1]([NH:3][C:4]([C:9]1[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=1)=[N:20][CH2:19][C:18]1[CH:21]=[CH:22][C:23]([Cl:24])=[C:16]([Cl:15])[CH:17]=1)#[N:2]

Participants

4

Reactant 2

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 10012715Isopropyl N-cyano-4-pyridinecarboximidate

Product 1

HCID 19734564N-cyano-N'-(3,4-dichlorobenzyl)-4-pyridinecarboximidamideYield 53.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Isopropyl N-cyano-4-pyridinecarboximidate (0.50 g, 2.6 mmol) was dissolved in methanol (10 ml), and 3,4-dichlorobenzylamine (0.52 g, 3.0 mmol) was added. The mixture was stirred at room temperature for 3 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure. The residual concentrate was crystallized from methanol-diethyl ether to give the title compound (0.42 g, 1.4 mmol, yield: 52%) as colorless crystals.

Workup

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. concentrationThe residual concentrate
  3. customwas crystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-5babec7872384213bcf0800435fe40f4
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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