Phosphorus tribromide → 4-Bromo-3,5-dimethylpyridine

HRID 380422Notes

Reaction equation

HRID 380422 reaction equation
[N+]([C:4]1[C:9]([CH3:10])=[CH:8][N+:7]([O-])=[CH:6][C:5]=1[CH3:12])([O-])=O.P(Br)(Br)[Br:14]>C1(C)C=CC=CC=1>[Br:14][C:4]1[C:9]([CH3:10])=[CH:8][N:7]=[CH:6][C:5]=1[CH3:12]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 96264Pyridine, 3,5-dimethyl-4-nitro-, 1-oxide

Product 1

HCID 223232464-Bromo-3,5-dimethylpyridineYield 31.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By proceeding in a similar manner to the procedure contained in J.Chem.Soc., 1956, page 771 but using 4-nitro-3,5-dimethylpyridine-N-oxide (23.06 g), phosphorous tribromide (111.47 g) in toluene (50 ml) there was prepared the title compound (8 g) as a yellow oil.

Sources & evidence

ORD record
ord-e97c1d476e6c45648fc12a5f2061ab08
Source dataset
uspto-grants-2001_10
Patent number
US06303600B1

Reaction notes

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