Acetic Anhydride → HCID 178432287, compound

HRID 1911242Notes

Reaction equation

HRID 1911242 reaction equation
[C:1](OC(=O)C)(=O)[CH3:2].[NH2:8][C:9]1[C:14]([NH2:15])=[CH:13][C:12]([N+:16]([O-:18])=[O:17])=[CH:11][N:10]=1>C(O)(=O)C>[CH3:1][C:2]1[NH:8][C:9]2=[N:10][CH:11]=[C:12]([N+:16]([O-:18])=[O:17])[CH:13]=[C:14]2[N:15]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 34801515-Nitropyridine-2,3-diamine

Product 1

HCID 178432287HCID 178432287, compoundYield 23.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.3 mL (24.33 mol) of acetic anhydride are added to a solution, stirred at 15° C., of 1.5 g (9.73 mmol) of 2,3-diamino-5-nitropyridine in 15 mL of acetic acid. After stirring for 15 minutes at room temperature, the mixture is heated at 110° C. for 2 hours and then at 140° C. for 7 hours. The resulting mixture is concentrated under reduced pressure and taken up in 100 mL of water. A precipitate is collected by filtration. After purification by chromatography on a column of silica, 0.4 g of the expected product is obtained.

Workup

  1. temperaturethe mixture is heated at 110° C. for 2 hours
  2. waitat 140° C. for 7 hours
  3. concentrationThe resulting mixture is concentrated under reduced pressure
  4. filtrationA precipitate is collected by filtration
  5. customAfter purification by chromatography on a column of silica

Sources & evidence

ORD record
ord-4b0ca6272cdf479ca004a58cea9e38c4
Source dataset
uspto-grants-2013_12
Patent number
US08604050B2

Reaction notes

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