Acetic Anhydride → N-(3,5-Dichlorophenyl)glutarimide

HRID 436612Notes

Reaction equation

HRID 436612 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:17])[CH2:11][CH2:12][CH2:13][C:14]([OH:16])=O)[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(OC(=O)C)(=O)C.C([O-])(=O)C.[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:10](=[O:17])[CH2:11][CH2:12][CH2:13][C:14]2=[O:16])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 2732356HCID 2732356, compound

Product 1

HCID 169473N-(3,5-Dichlorophenyl)glutarimide

Procedure

A mixture comprising 27.6 g. of N-(3,5-dichlorophenyl) glutaric acid monoamide, 50 g. of acetic anhydride and 1 g. of anhydrous sodium acetate was fed to a 100 ml. four-necked flask and was heated with stirring at 80° - 90° C. for 1 hour. Thereafter, the acetic acid and acetic anhydride were removed by distillation under reduced pressure, and the residue was washed with water and then dried to obtain 24.8 g. of the above-mentioned compound in the form of white crystals, m.p. 172.5° - 174.5° C.

Workup

  1. temperaturefour-necked flask and was heated
  2. customThereafter, the acetic acid and acetic anhydride were removed by distillation under reduced pressure
  3. washthe residue was washed with water
  4. customdried
  5. customto obtain 24.8 g

Sources & evidence

ORD record
ord-6c342086942c41dd82b98ef720ab8a93
Source dataset
uspto-grants-1977_02
Patent number
US04009278

Reaction notes

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