m-Chloroperbenzoic acid → HCID 178504614, compound

HRID 980338Notes

Reaction equation

HRID 980338 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[N:17]=[C:18]([S:21][CH3:22])[NH:19][CH:20]=2)[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:31])C=1>C(Cl)(Cl)Cl>[C:12]([C:9]1[CH:8]=[C:7]([C:16]2[N:17]=[C:18]([S:21]([CH3:22])=[O:31])[NH:19][CH:20]=2)[CH:6]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[C:10]=1[OH:11])([CH3:15])([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178503383HCID 178503383, compound

Product 1

HCID 178504614HCID 178504614, compoundYield 38.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 0.32 g of 4-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-methylthioimidazole in 5 ml of chloroform was added 0.18 g of m-chloroperbenzoic acid at room temperature and the mixture was stirred for a day. The reaction mixture was washed with a diluted alkali solution, dried, concentrated under reduced pressure, and the residue thus formed was recrystallized from cyclohexane to provide 0.13 g of 4-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-methylsulfinylimidazole.

Workup

  1. washThe reaction mixture was washed with a diluted alkali solution
  2. customdried
  3. concentrationconcentrated under reduced pressure
  4. customthe residue thus formed
  5. customwas recrystallized from cyclohexane

Sources & evidence

ORD record
ord-b99e4fedf3634304b7b0442ce45490fe
Source dataset
uspto-grants-1987_01
Patent number
US04636516

Reaction notes

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