m-Chloroperbenzoic acid → HCID 13173175, compound

HRID 980353Notes

Reaction equation

HRID 980353 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[N:17]=[C:18]3[N:22]([CH:23]=2)[CH2:21][CH2:20][S:19]3)[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:32])C=1>C(Cl)(Cl)Cl>[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[N:17]=[C:18]3[N:22]([CH:23]=2)[CH2:21][CH2:20][S:19]3=[O:32])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13173170HCID 13173170, compound

Product 1

HCID 13173175HCID 13173175, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In 10 ml of chloroform was dissolved 1.6 g of 6-(3,5-di-tertbutyl-4-hydroxyphenyl)-2,3-dihydroimidazo[2,1-b]thiazole and after adding thereto 1 g of m-chloroperbenzoic acid, the mixture was stirred for 10 minutes. The reaction mixture was washed with an aqueous 5% sodium hydrogen carbonate solution, dried, and then the solvent was distilled off. The crystals thus formed were recrystallized from ethanol to provide 1.3 g of 6-(3,5-di-tert-butyl-4-hydroxyphenyl)-2,3-dihydroimidazo[2,1-b]thiazole 1-oxide as the 1/2 ethanol addition product.

Workup

  1. additionafter adding
  2. washThe reaction mixture was washed with an aqueous 5% sodium hydrogen carbonate solution
  3. customdried
  4. distillationthe solvent was distilled off
  5. customThe crystals thus formed
  6. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-bbf4f69f7ac0455b9b22b61fe5cb2a9a
Source dataset
uspto-grants-1987_01
Patent number
US04636516

Reaction notes

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