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

HRID 465980Notes

Reaction equation

HRID 465980 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[N:6][CH:7]=1.[N+:9]([O-])([OH:11])=[O:10]>S(=O)(=O)(O)O>[N+:9]([C:7]1[C:2]([OH:1])=[CH:3][CH:4]=[C:5]([CH3:8])[N:6]=1)([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 142752-Methyl-5-hydroxypyridine

Product 1

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

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

5.45 g (50 mmol) of 5-hydroxy-2-methylpyridine are added to 20 ml of concentrated sulfuric acid while cooling in an ice bath. The temperature is maintained at +6° C. and 2.35 ml of fuming nitric acid are added with stirring. The mixture is left overnight at room temperature. 100 g of ice are added with stirring. The product is filtered off, rinsed with water and dried.

Workup

  1. temperaturewhile cooling in an ice bath
  2. temperatureThe temperature is maintained at +6° C.
  3. stirringwith stirring
  4. filtrationThe product is filtered off
  5. washrinsed with water
  6. customdried

Sources & evidence

ORD record
ord-c7dc370819044117b47a29b2dbd62110
Source dataset
uspto-grants-1992_10
Patent number
US05155116

Reaction notes

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