Nitric Acid → HCID 86590976, compound

HRID 1166195Notes

Reaction equation

HRID 1166195 reaction equation
[O:1]([CH2:5][C:6]1[N:11]=[C:10]([CH3:12])[C:9]([O:13][C:14](=[O:25])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][C:22](=[O:24])[CH3:23])=[CH:8][CH:7]=1)[N+:2]([O-:4])=[O:3].[N+]([O-])(O)=O>C(#N)C>[N+:2]([O-:4])([OH:3])=[O:1].[O:1]([CH2:5][C:6]1[N:11]=[C:10]([CH3:12])[C:9]([O:13][C:14](=[O:25])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][C:22](=[O:24])[CH3:23])=[CH:8][CH:7]=1)[N+:2]([O-:4])=[O:3]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 68920401HCID 68920401, compound

Product 1

HCID 86590976HCID 86590976, compoundYield 169.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of 2-acetyloxybenzoic acid 6-(nitroxymethyl)-2-methylpyridinyl ester (1 g, 2.88 mmoles) in acetonitrile (10 ml) cooled at 0° C., a solution of 65% nitric acid (0.2 ml) in acetonitrile (2 ml) is added by dropping under stirring. It is left for 2 hours at 0° C., then the temperature is let reach room values. The formed precipitate is filtered and washed with ethyl ether. 1 g of solid product is obtained.

Workup

  1. filtrationThe formed precipitate is filtered
  2. washwashed with ethyl ether

Sources & evidence

ORD record
ord-4d6bd963aee4489bbad1f251036b1311
Source dataset
uspto-grants-2003_09
Patent number
US06613784B1

Reaction notes

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