Nitric Acid → 6,6'-Dimethyl-4-nitro-2,2'-bipyridine-N-oxide

HRID 1586926Notes

Reaction equation

HRID 1586926 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[N+:7]=1[O-:8].[N+:16]([O-])([OH:18])=[O:17].[OH-].[Na+]>S(=O)(=O)(O)O>[CH3:1][C:2]1[CH:3]=[C:4]([N+:16]([O-:18])=[O:17])[CH:5]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[N+:7]=1[O-:8]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 109980306,6'-Dimethyl-2,2'-bipyridine-N-oxide

Product 1

HCID 110321326,6'-Dimethyl-4-nitro-2,2'-bipyridine-N-oxide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

6,6'-Dimethyl-2,2'-bipyridine-N-oxide (1.50 g, 0.00749 moles) was dissolved in concentrated sulfuric acid (8.0 ml) and fuming nitric acid (6.0 ml) and the mixture was heated at 100° C. for four hours. The solution was poured slowly into ice-water and the pH was adjusted to 5.5 with 10% sodium hydroxide. The product was filtered and dried.

Workup

  1. filtrationThe product was filtered
  2. customdried

Sources & evidence

ORD record
ord-c3bd64387f2040258dd40b1d2004d469
Source dataset
uspto-grants-1993_06
Patent number
US05216134

Reaction notes

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