m-Chloroperbenzoic acid → HCID 86743547, compound

HRID 476609Notes

Reaction equation

HRID 476609 reaction equation
[CH:1](=[C:3]1[C:12](=[S:13])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:14])[CH:10]=2)[O:5][CH:4]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:2].ClC1C=CC=C(C(OO)=[O:29])C=1>C(Cl)Cl>[CH:1](=[C:3]1[C:12](=[S:13])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:14])[CH:10]=2)[O+:5]([O-:29])[CH:4]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 86743548HCID 86743548, compound

Product 1

HCID 86743547HCID 86743547, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A cooled solution of 0.28 g 3-ethylidene-6-methyl-thioflavanone and 0.2 g meta-chloroperbenzoic acid in 3 ml methylene chloride is stirred at 0° C. for 5 minutes. After filtration the organic phase is washed with saturated sodium bicarbonate aqueous solution, then with water, dried over magnesium sulfate and evaporated. The crude solid is crystallized in cyclohexane. Pure 3-ethylidene-6-methyl-thioflavanone-1-oxide is obtained as yellow crystals; m.p. 151°-160° C.

Workup

  1. filtrationAfter filtration the organic phase
  2. washis washed with saturated sodium bicarbonate aqueous solution
  3. dry with materialwith water, dried over magnesium sulfate
  4. customevaporated
  5. customThe crude solid is crystallized in cyclohexane

Sources & evidence

ORD record
ord-888c70d80be84012a92762a2f9e48a68
Source dataset
uspto-grants-1989_12
Patent number
US04885298

Reaction notes

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