Nitric Acid → 6-Methoxy-2-methyl-3-nitropyridine

HRID 1628527Notes

Reaction equation

HRID 1628527 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[N:4]=1.[N+:10]([O-])([OH:12])=[O:11].S(=O)(=O)(O)O>>[CH3:1][O:2][C:3]1[N:4]=[C:5]([CH3:9])[C:6]([N+:10]([O-:12])=[O:11])=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 53247732-Methoxy-6-methylpyridine

Product 1

HCID 2304756-Methoxy-2-methyl-3-nitropyridineYield 108.6%

Procedure

A mixture of 2-methoxy-6-methylpyridine (49.15 g, 0.292 mol) and nitric acid (76.0 mL, 0.292 mol) was added dropwise sulfuric acid (177.0 mL, 0.876 mol) at 0° C. The reaction mixture was stirred at room temperature for 1 hr. The mixture was poured into ice-water. The precipitate was collected by filtration and washed with water to give the title compound as a pale yellow solid (53.37 g, 0.317 mol, quant.).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-234455d419fd424da3b4905cf4571692
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

Loading…