Ammonium Chloride → 2-(1H-imidazol-1-yl)pyridin-4-amine

HRID 1838247Notes

Reaction equation

HRID 1838247 reaction equation
[N:1]1([C:6]2[CH:11]=[C:10]([N+:12]([O-])=O)[CH:9]=[CH:8][N+:7]=2[O-])[CH:5]=[CH:4][N:3]=[CH:2]1.[Cl-].[NH4+]>C(O)C.[Fe]>[NH2:12][C:10]1[CH:9]=[CH:8][N:7]=[C:6]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH:11]=1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 667216462-(1-Imidazolyl)-4-nitropyridine N-oxide

Product 1

HCID 187533452-(1H-imidazol-1-yl)pyridin-4-amine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A 0.12 g portion of 2-(1-imidazolyl)-4-nitropyridine N-oxide was suspended in 14 ml of 70% ethanol aqueous solution, 0.32 g of iron powder and 20 mg of ammonium chloride were added in that order to the suspension and then the mixture was heated at 100° C. for about 20 minutes. Then, the insoluble matter was immediately removed by filtration, and the resulting filtrate was evaporated under reduced pressure to obtain 0.1 g of the title compound.

Workup

  1. customThen, the insoluble matter was immediately removed by filtration
  2. customthe resulting filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-9363b9d700724150a39240229d3a04f6
Source dataset
uspto-grants-2004_01
Patent number
US06673799B1

Reaction notes

Loading…