4-Methylbenzylamine → N-cyano-N'-(4-methylbenzyl)-3-pyridinecarboximidamide

HRID 327100Notes

Reaction equation

HRID 327100 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].[CH3:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][NH2:21])=[CH:18][CH:17]=1>CO>[C:1]([NH:3][C:4]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)=[N:21][CH2:20][C:19]1[CH:22]=[CH:23][C:16]([CH3:15])=[CH:17][CH:18]=1)#[N:2]

Participants

4

Reactant 2

HCID 660354-MethylbenzylamineHCID 100812013-Pyridinecarboximidic acid, N-cyano-, 1-methylethyl ester

Product 1

HCID 19734558N-cyano-N'-(4-methylbenzyl)-3-pyridinecarboximidamideYield 92.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Isopropyl N cyano-3-pyridinecarboximidate (0.50 g, 2.6 mmol) was dissolved in methanol (5 ml), and 4-methylbenzylamine (0.35 g, 2.9 mmol) was added. The mixture was stirred at room temperature for 30 minutes. 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 (0.60 g, 2.4 mmol, yield: 91%) as colorless powder.

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-adb976beb7ec413cbf46081fe9283c52
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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