m-Chloroperbenzoic acid → HCID 20158985, compound

HRID 985996Notes

Reaction equation

HRID 985996 reaction equation
[CH3:1][S:2]([C:4]1[CH:5]=[C:6]([C:15]2[N:19]([CH3:20])[N:18]=[CH:17][N:16]=2)[CH:7]=[C:8]2[C:13]=1[NH:12][C:11](=[O:14])[CH:10]=[CH:9]2)=[O:3].ClC1C=CC=C(C(OO)=[O:29])C=1>C(Cl)(Cl)Cl>[CH3:1][S:2]([C:4]1[CH:5]=[C:6]([C:15]2[N:19]([CH3:20])[N:18]=[CH:17][N:16]=2)[CH:7]=[C:8]2[C:13]=1[NH:12][C:11](=[O:14])[CH:10]=[CH:9]2)(=[O:29])=[O:3]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20158976HCID 20158976, compound

Product 1

HCID 20158985HCID 20158985, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 8-methylsulphinyl-6-[1-methyl-1,2,4-triazol-5-yl]-2-(1H)-quinolone (0.097 g) and m-chloroperbenzoic acid (0.088 g) in chloroform (10 cm3) was stirred for 18 hours at room temperature. The mixture was then concentrated in vacuo and the residue was chromatographed on silica (Merck "MK 60.9385" [Trade Mark]), eluting with ethyl acetate:methanol, 19:1. Combination and evaporation of the appropriate fractions afforded a solid which was recrystallised from dichloromethane/hexane to give 8-methylsulphonyl-6-[1-methyl-1,2,4-triazol-5-yl]-2-(1H)-quinolone, m.p. 226°-232° (0.051 g).

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. customthe residue was chromatographed on silica (Merck "MK 60.9385" [Trade Mark])
  3. washeluting with ethyl acetate
  4. customCombination and evaporation of the appropriate fractions
  5. customafforded a solid which
  6. customwas recrystallised from dichloromethane/hexane

Sources & evidence

ORD record
ord-d3af8538f2774261b45886044202655b
Source dataset
uspto-grants-1987_12
Patent number
US04710507

Reaction notes

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