Ammonium Chloride → 2-Methyl-4-pyridinecarboximidamide hydrochloride

HRID 1380049Notes

Reaction equation

HRID 1380049 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH3:9])[CH:4]=1)#[N:2].C[O-].[Na+].[Cl-:13].[NH4+:14]>CO>[ClH:13].[CH3:9][C:5]1[CH:4]=[C:3]([C:1](=[NH:14])[NH2:2])[CH:8]=[CH:7][N:6]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 119590732-Methylpyridine-4-carbonitrile

Product 1

HCID 135904022-Methyl-4-pyridinecarboximidamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 17.2 g portion of 4-cyano-2-picoline [E. Ochiai and I. Suzuki, Pharm. Bull. (Japan), 2, 147 (1954)] was dissolved in 150 ml of methanol, 756 mg of sodium methoxide was added and the mixture was stirred overnight. A 7.9 g portion of ammonium chloride was added and the mixture was heated to reflux, then cooled to room temperature, giving 15 g of the desired compound, mp 168°-178° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux

Sources & evidence

ORD record
ord-63e991bb5fed4bdb99959cfc277ac88a
Source dataset
uspto-grants-1986_04
Patent number
US04579848

Reaction notes

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