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

HRID 1588506Notes

Reaction equation

HRID 1588506 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-82e428b2221f4e3b85f487de96f59c23
Source dataset
uspto-grants-1993_06
Patent number
US05223508

Reaction notes

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