Nitric Acid → 6-Methyl-2-nitropyridin-3-ol

HRID 259542Notes

Reaction equation

HRID 259542 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1.[N+:9]([O-])([OH:11])=[O:10]>>[OH:1][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 142752-Methyl-5-hydroxypyridine

Product 1

HCID 848016-Methyl-2-nitropyridin-3-ol

Conditions

Temperature
6 °C

Procedure

To 40 ml. of ice cold concentrated sulfuric acid was added 10.9 g. of 3-hydroxy-6-methylpyridine. Maintaining the temperature at 6° C., 4.7 ml. of fuming nitric acid was added dropwise with stirring. The mixture was allowed to warm to room temperature overnight. Ice (200 g.) was added with stirring. After the ice had melted, the precipitate was collected, washed with water and dried to give 3-hydroxy-6-methyl-2-nitropyridine, m.p. 103°-105° C.

Workup

  1. additionof ice cold concentrated sulfuric acid was added 10.9 g
  2. temperatureto warm to room temperature overnight
  3. stirringwith stirring
  4. customthe precipitate was collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-8883183757424ff38c9ed4ac2a651f15
Source dataset
uspto-grants-1977_07
Patent number
US04038396

Reaction notes

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