Ammonium Chloride → Picolinimidamide

HRID 1878607Notes

Reaction equation

HRID 1878607 reaction equation
CO[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)=[NH:4].[NH4+:11].[Cl-]>CCO.O>[N:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:3]([NH2:11])=[NH:4]

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 152260Methyl Picolinimidate

Product 1

HCID 556504Picolinimidamide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of pyridine-2-carboximidic acid methyl ester (1 eq, 176 mmol, 24 g) in EtOH (150 ml), a solution of NH4Cl (1 eq, 176 mmol, 9.5 g) in water (40 ml) is added. The resulting mixture is refluxed for 5 h. The solvents are evaporated and the residue is recrystallized from EtOH yielding the title compound; [M+H]+=122.

Workup

  1. temperatureThe resulting mixture is refluxed for 5 h
  2. customThe solvents are evaporated
  3. customthe residue is recrystallized from EtOH yielding the title compound

Sources & evidence

ORD record
ord-d428fb05a7dc41ae9bf7963f9f131df9
Source dataset
uspto-grants-2012_11
Patent number
US08314112B2

Reaction notes

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