Ammonia → 1-(6-Amino-5-chloropyridin-3-YL)ethan-1-one

HRID 1651285Notes

Reaction equation

HRID 1651285 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:11])[CH3:10])=[CH:4][N:3]=1.[NH3:12]>O1CCCC1>[NH2:12][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:11])[CH3:10])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 101980061-(5,6-Dichloropyridin-3-yl)ethan-1-one

Product 1

HCID 143713831-(6-Amino-5-chloropyridin-3-YL)ethan-1-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.9 g (10 mmol) of 2,3-dichloro-5-acetylpyridine are heated at 170° C. in a mixture of 80 ml of tetrahydrofuran and 20 ml of concentrated aqueous ammonia in an autoclave for 8 hours. After the tetrahydrofuran has been evaporated off, the residue is diluted with water and the mixture is brought to pH 5 and extracted with ethyl acetate.

Workup

  1. customAfter the tetrahydrofuran has been evaporated off
  2. additionthe residue is diluted with water
  3. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-747cba35392a4e5e88da93554cb3c296
Source dataset
uspto-grants-1990_05
Patent number
US04927938

Reaction notes

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