Ammonium Chloride → 3-Bromo-2-methoxy-5-nitropyridine

HRID 2171260Notes

Reaction equation

HRID 2171260 reaction equation
[O-:1][CH2:2]C.[Na+].[Br:5][C:6]1[C:7](Cl)=[N:8][CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=1.[Cl-].[NH4+]>CO>[Br:5][C:6]1[C:7]([O:1][CH3:2])=[N:8][CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 2308893-Bromo-2-chloro-5-nitropyridineHCID 2723922Sodium ethoxide

Product 1

HCID 215844513-Bromo-2-methoxy-5-nitropyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A sodium ethoxide solution (28% in MeOH) (1 ml) was added to an MeOH (3 ml) solution containing 3-bromo-2-chloro-5-nitropyridine (100 mg), followed by stirring at room temperature for 0.5 hours. A saturated ammonium chloride aqueous solution was added to the reaction solution and MeOH was distilled away under reduced pressure. An insoluble precipitate was washed with water and a white solid of 3-bromo-2-methoxy-5-nitropyridine (69 mg) was thus obtained.

Workup

  1. distillationwas distilled away under reduced pressure
  2. washAn insoluble precipitate was washed with water

Sources & evidence

ORD record
ord-1c16e941c6f84b61a7c63fbeee544072
Source dataset
uspto-grants-2015_06
Patent number
US09051310B2

Reaction notes

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