m-Chloroperbenzoic acid → HCID 15066981, compound

HRID 2371949Notes

Reaction equation

HRID 2371949 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[OH:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[S:23][S:22][C:21](=[S:24])[CH:20]=2)=[CH:15][CH:14]=1>CC(C)=O>[OH:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[S:23][S:22][C:21](=[S:24]=[O:9])[CH:20]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 3082127Desmethylanethol trithione

Product 1

HCID 15066981HCID 15066981, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 9.4 g 80-90% pure 3-chloroperbenzoic acid (=approximately 0.046 Mol) in 200 ml acetone was added dropwise with vigorous stirring to a solution of 10 g (=0.004 Mol) 5-(4-hydroxyphenyl)-1,2-dithiol-3-thione in 300 ml acetone within one hour at room temperature. Thereafter, the reaction mixture was kept at the same temperature for a further hour. The 5-(4-hydroxyphenyl)-1,2-dithiol-3-thion-S-oxide which resulted as a red precipitate was filtered-off under suction and dried over phosphorus pentoxide. 9.4 g of the S-oxide with a melting point of 118-124° C. were obtained.

Workup

  1. waitThereafter, the reaction mixture was kept at the same temperature for a further hour

Sources & evidence

ORD record
ord-f1df70dfa2fd459d9b5a78baf56f5e8d
Source dataset
uspto-grants-1992_03
Patent number
US05096920

Reaction notes

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