Water → 2-Bromo-5,6-dimethoxy-3-nitropyridine

HRID 2391745Notes

Reaction equation

HRID 2391745 reaction equation
Br[C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([N+:10]([O-:12])=[O:11])=[C:4]([Br:13])[N:3]=1.[CH3:14][O-:15].[Na+].O>CO>[Br:13][C:4]1[C:5]([N+:10]([O-:12])=[O:11])=[CH:6][C:7]([O:8][CH3:9])=[C:2]([O:15][CH3:14])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 127582082,6-Dibromo-3-methoxy-5-nitropyridine

Product 1

HCID 127582122-Bromo-5,6-dimethoxy-3-nitropyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

20 g of 2,6-dibromo-3-methoxy-5-nitropyridine (example E3) were dissolved in 550 ml of anhydrous methanol at 30-40° C. 4.6 g sodium methoxide dissolved in 30 ml anhydrous methanol were added to this solution. The reaction mixture was stirred for one hour at room temperature, poured into 700 ml of water and stored in the refrigerator overnight. The precipitate was filtered, washed with ice cold water and dried under vacuum to yield the title compound.

Workup

  1. additionwere added to this solution
  2. customstored in the refrigerator overnight
  3. filtrationThe precipitate was filtered
  4. washwashed with ice cold water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-b8291901f19049abb7a7146e154e55df
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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