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

HRID 374133Notes

Reaction equation

HRID 374133 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-1240db5f8d0244bd99f4755d62fb351b
Source dataset
uspto-grants-1992_11
Patent number
US05166347

Reaction notes

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