Acetyl chloride → 3-Acetamido-4-nitrophthalic anhydride

HRID 413879Notes

Reaction equation

HRID 413879 reaction equation
[C:1]([NH:4][C:5]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[C:7]([C:8]([OH:10])=O)[C:6]=1[C:17]([OH:19])=[O:18])(=[O:3])[CH3:2].C(Cl)(=O)C>C(OC(=O)C)(=O)C>[C:1]([NH:4][C:5]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[C:7]2[C:8]([O:19][C:17](=[O:18])[C:6]=12)=[O:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 155118403-Acetamido-4-nitrophthalic acid

Product 1

HCID 155118353-Acetamido-4-nitrophthalic anhydrideYield 58%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

3-Acetamido-4-nitrophthalic acid (0.538 g, 2.00 mmol) was dissolved in acetic anhydride (10 ml) at 80° C., and the solution was added with acetyl chloride (1 ml) and stirred for 2 hours. The solvent was evaporated, and a small amount of anhydrous dichloromethane was added to the residue, and precipitates were collected by filtration to obtain the title compound (0.29 g, 58%).

Workup

  1. customThe solvent was evaporated
  2. additiona small amount of anhydrous dichloromethane was added to the residue
  3. customprecipitates
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-04b2eea8c4d240e382be4d493d52b2a8
Source dataset
uspto-grants-2003_05
Patent number
US06569892B2

Reaction notes

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