2-Butanamine, 3,3-dimethyl- → N-cyano-N'-(1,2,2-trimethylpropyl)-2-pyridinecarboximidamide

HRID 327089Notes

Reaction equation

HRID 327089 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].[CH3:13][CH:14]([NH2:19])[C:15]([CH3:18])([CH3:17])[CH3:16]>CO>[C:1]([NH:3][C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)=[N:19][CH:14]([CH3:13])[C:15]([CH3:18])([CH3:17])[CH3:16])#[N:2]

Participants

4

Reactant 2

HCID 5209072-Butanamine, 3,3-dimethyl-HCID 100121892-Pyridinecarboximidic acid, N-cyano-, methyl ester

Product 1

HCID 19734496N-cyano-N'-(1,2,2-trimethylpropyl)-2-pyridinecarboximidamideYield 93.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-2-pyridinecarboximidate (0.50 g, 3.1 mmol) was dissolved in methanol (10 ml), 1,2,2-trimethylpropylamine (0.34 g, 3.4 mmol) was added, and the resulting mixture was stirred at room temperature for 30 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 (0.67 g, 2.9 mmol, yield: 92%) 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-e0611a07757e4edf98cf6e1d81423ac9
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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