Nitric Acid → HCID 86590976, compound

HRID 2375548Notes

Reaction equation

HRID 2375548 reaction equation
[N+:1]([O:4][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)([O-:3])=[O:2].[N+]([O-])(O)=O>C(#N)C>[N+:1]([O-:4])([OH:3])=[O:2].[N+:1]([O:4][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)([O-:3])=[O:2]

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

Workup

  1. customthe room temperature
  2. filtrationThe formed precipitate is filtered
  3. washwashed with ethyl ether

Sources & evidence

ORD record
ord-d7b49f5f4d514b6c845a4274b8cdf8f3
Source dataset
uspto-grants-2008_12
Patent number
US07465803B2

Reaction notes

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