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

HRID 66373Notes

Reaction equation

HRID 66373 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[CH3:10][O:11][C:12]1[C:13]([CH3:18])=[N:14][CH:15]=[CH:16][CH:17]=1>>[CH3:10][O:11][C:12]1[C:13]([CH3:18])=[N:14][C:15]([N+:6]([O-:9])=[O:7])=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 30152703-Methoxy-2-methylpyridine

Product 1

HCID 229239083-Methoxy-2-methyl-6-nitropyridine

Procedure

To an ice-cold mixture of 3 ml. of concentrated sulfuric acid and 3 ml. of fuming nitric acid, was added 0.5 g. of 3-methoxy-2-methylpyridine over 5 minutes. After warming spontaneously to room temperature the mixture was heated at 55°-60° C. for 6 hours. The mixture was cooled and added to 35 ml. of ice-water. After stirring 2 hours, the precipitate was collected and dried to give 3-methoxy-2-methyl-6-nitropyridine, m.p. 99°-100.5° C.

Workup

  1. temperaturewas heated at 55°-60° C. for 6 hours
  2. temperatureThe mixture was cooled
  3. additionadded to 35 ml
  4. customthe precipitate was collected
  5. customdried

Sources & evidence

ORD record
ord-db8078f5b09c41e3b0972ddc2cee7ad7
Source dataset
uspto-grants-1978_12
Patent number
US04131677

Reaction notes

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