m-Chloroperbenzoic acid → HCID 20084551, compound

HRID 1609284Notes

Reaction equation

HRID 1609284 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][C:17]([C:19]1[CH:31]=[CH:30][C:22]([O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:21][CH:20]=1)=[O:18])#[N:2].ClC1C=CC=C(C(OO)=[O:40])C=1>C(Cl)(Cl)Cl>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][C:17]([C:19]1[CH:20]=[CH:21][C:22]([O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:30][CH:31]=1)=[O:18])=[O:40])#[N:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20084452HCID 20084452, compound

Product 1

HCID 20084551HCID 20084551, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 1.51 g of ethyl 4-[2-(2-cyanophenylthio)phenylcarbamoyl]phenoxyacetate (prepared in accordance with Reference Example 6, Step 2) in 5 ml of chloroform was added dropwise a solution of 0.87 g of 70% m-chloroperbenzoic acid in 20 ml of chloroform and the mixture was stirred at room temperature for 2 hours. The reaction mixture was then washed with aqueous sodium hydrogen carbonate solution and dried over magnesium sulfate and the solvent was distilled off. The residue was recrystallized from ethyl acetate-n-hexane to give 1.3 g of the title compound as white crystals, m.p. 128°-130° C. .

Workup

  1. washThe reaction mixture was then washed with aqueous sodium hydrogen carbonate solution
  2. dry with materialdried over magnesium sulfate
  3. distillationthe solvent was distilled off
  4. customThe residue was recrystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-e8a4eabbf8e14cf3911e8ce00f500e09
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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