Acetic Anhydride → (4-Nitropyridin-2-yl)methyl acetate

HRID 1270044Notes

Reaction equation

HRID 1270044 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].CC1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][N+:10]=1[O-]>C(O)C>[C:5]([O:4][CH2:1][C:2]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][N:10]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 95291Pyridine, 2-methyl-4-nitro-, 1-oxide

Product 1

HCID 14761430(4-Nitropyridin-2-yl)methyl acetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

200 mL of acetic anhydride was heated to 100° C., followed by gradual addition of 2-methyl-4-nitropyridine N-oxide (25.0 g, 162 mmol). After the addition, the mixture was gradually heated, and was kept at 130° C. for 20 minutes. Then, the reaction mixture was cooled to 80° C., followed by dropwise addition of 200 mL of ethanol to stop the reaction.

Workup

  1. additionAfter the addition
  2. temperaturethe mixture was gradually heated
  3. customthe reaction

Sources & evidence

ORD record
ord-0458662f3c914a128d06582f9b9f9852
Source dataset
uspto-grants-2007_04
Patent number
US07202093B2

Reaction notes

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