m-Chloroperbenzoic acid → HCID 15679411, compound

HRID 257409Notes

Reaction equation

HRID 257409 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH:12]([N:15]1[C:24](=[O:25])[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[C:16]1=[O:17])([CH3:14])[CH3:13]>C(Cl)Cl>[CH:12]([N:15]1[C:24](=[O:25])[C:23]2[C:18](=[N+:19]([O-:9])[CH:20]=[CH:21][CH:22]=2)[C:16]1=[O:17])([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14360297HCID 14360297, compound

Product 1

HCID 15679411HCID 15679411, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

79.7 g of 55% strength 3-chloroperbenzoic acid are added to 22 g of N-isopropylpyridine-2,3-dicarboximide in 100 ml of methylene chloride in the course of 2 hours while refluxing and stirring, and stirring is continued for a further 2 hours. The reaction mixture is extracted three times with 10% strength sodium carbonate solution and then with water and saturated sodium chloride solution, dried, and evaporated down under reduced pressure. The residue is stirred with methyl tert-butyl ether, 11.2 g of the title compound of melting point 138°-142° C. being obtained.

Workup

  1. temperaturewhile refluxing
  2. stirringstirring
  3. extractionThe reaction mixture is extracted three times with 10% strength sodium carbonate solution
  4. dry with materialwith water and saturated sodium chloride solution, dried
  5. customevaporated down under reduced pressure
  6. stirringThe residue is stirred with methyl tert-butyl ether, 11.2 g of the title compound of melting point 138°-142° C.
  7. custombeing obtained

Sources & evidence

ORD record
ord-90f9850452ce47e0add16f9bb4f05621
Source dataset
uspto-grants-1993_11
Patent number
US05262384

Reaction notes

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