Hydrogen Bromide → 2-Amino-3-chloro-5-pyridyl bromomethyl ketone
Reaction equation
[Br:1]Br.[NH2:3][C:4]1[C:9]([Cl:10])=[CH:8][C:7]([C:11](=[O:13])[CH3:12])=[CH:6][N:5]=1.Br>C(O)(=O)C>[Br:1][CH2:12][C:11]([C:7]1[CH:8]=[C:9]([Cl:10])[C:4]([NH2:3])=[N:5][CH:6]=1)=[O:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
16 g (0.1 mol) of bromine are added dropwise to a solution of 17.05 g (0.1 mol) of 2-amino-3-chloro-5-acetylpyridine in a mixture of 19.3 g of hydrogen bromide (47% strength aqueous solution; 0.11 mol) and 500 ml of glacial acetic acid. The mixture is subsequently stirred for two hours, brought to pH 8 and extracted with ethyl acetate. Drying and evaporation gives 18.5 g (74%) of the title compound, melting point 134° C.
Workup
- extractionextracted with ethyl acetate
- customDrying
- customevaporation
Sources & evidence
- ORD record
- ord-3e2c8826de5f41c2a89cae5ab83a6ac4
- Source dataset
- uspto-grants-1990_05
- Patent number
- US04927938
Reaction notes
Loading…