Acetic Anhydride → HCID 131717712, compound

HRID 1646446Notes

Reaction equation

HRID 1646446 reaction equation
[CH:1]([C:4]1([CH3:22])[C:8](=[O:9])[NH:7][C:6]([C:10]2[C:18]3[O:19][CH2:20][O:21][C:17]=3[CH:16]=[CH:15][C:11]=2[C:12](O)=[O:13])=[N:5]1)([CH3:3])[CH3:2].C(OC(=O)C)(=O)C>C1(C)C=CC=CC=1>[CH:1]([C:4]1([CH3:22])[N:5]2[C:12](=[O:13])[C:11]3[CH:15]=[CH:16][C:17]4[O:21][CH2:20][O:19][C:18]=4[C:10]=3[C:6]2=[N:7][C:8]1=[O:9])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19800661HCID 19800661, compound

Product 1

HCID 131717712HCID 131717712, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3,4-(methylenedioxy) benzoic acid (4.11 g, 13.5 mmol) and acetic anhydride (100 mL, 1.06 mol) is stirred overnight at reflux temperature and concentrated in vacuo to give a residue which is chased twice with toluene to give a pale yellow solid. Recrystallization from ethyl acetate affords the title product as a pale yellow solid, 2.77 g (69.9%), mp 158°-160° C., identified by NMR spectral analysis.

Workup

  1. temperatureat reflux temperature
  2. concentrationconcentrated in vacuo
  3. customto give a residue which
  4. customto give a pale yellow solid
  5. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-345a7b84ea9c4cb3982146256e43b3d3
Source dataset
uspto-grants-1993_01
Patent number
US05180419

Reaction notes

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