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

HRID 327106Notes

Reaction equation

HRID 327106 reaction equation
[C:1]([N:3]=[C:4]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=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]=[N:11][CH: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 100812013-Pyridinecarboximidic acid, N-cyano-, 1-methylethyl ester

Product 1

HCID 19734498N-cyano-N'-(3,4-dichlorobenzyl)-3-pyridinecarboximidamideYield 53.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Isopropyl N cyano-3-pyridinecarboximidate (0.50 g, 2.6 mmol) was dissolved in methanol (10 ml), and 3,4-dichlorobenzylamine (0.51 g, 2.9 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, and the concentrated residue thus obtained was crystallized from 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. customthe concentrated residue thus obtained
  3. customwas crystallized from diethyl ether

Sources & evidence

ORD record
ord-1876f06aa79842da849d8d8c0b3ebcc9
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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