m-Chloroperbenzoic acid → HCID 20561000, compound

HRID 1155522Notes

Reaction equation

HRID 1155522 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[Cl:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17](=[O:27])[C:18]([S:24]([CH3:26])=[O:25])=[CH:19][N:20]2[CH3:23])=[CH:15][CH:14]=1>C(Cl)(Cl)Cl>[Cl:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17](=[O:27])[C:18]([S:24]([CH3:26])(=[O:6])=[O:25])=[CH:19][N:20]2[CH3:23])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 202591227-Chloro-1-methyl-3-(methylsulfinyl)-4(1H)-quinolinone

Product 1

HCID 20561000HCID 20561000, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 3-chloroperoxybenzoic acid (85%, 6.75 g.) in chloroform (70 ml.) was added dropwise to a stirred solution of 7-chloro-1-methyl-3-methylsulphinyl-4-quinolone (6.25 g.) in chloroform (150 ml.). The resulting solution was stirred at room temperature for 2 hours and then washed repeatedly with saturated aqueous sodium carbonate solution to remove peroxide. The resulting solution was dried over anhydrous magnesium sulphate and then evaporated. The solid residue was crystallised from ethanol using charcoal to give 7-chloro-1-methyl-3-methylsulphonyl-4-quinolone, m.p. 241°-242°.

Workup

  1. washwashed repeatedly with saturated aqueous sodium carbonate solution
  2. customto remove peroxide
  3. dry with materialThe resulting solution was dried over anhydrous magnesium sulphate
  4. customevaporated
  5. customThe solid residue was crystallised from ethanol

Sources & evidence

ORD record
ord-583592bfb1e041c3ab78cc346d5a5aef
Source dataset
uspto-grants-1981_11
Patent number
US04302460

Reaction notes

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