m-Chloroperbenzoic acid → HCID 23018243, Verbindung

HRID 1348748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1348748
[CH:1]1([CH2:4][N:5]2[C:10](=[O:11])[C:9]([CH2:12][O:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:8][C:7]([C:18]3[CH:23]=[CH:22][C:21]([S:24][CH3:25])=[CH:20][CH:19]=3)=[N:6]2)[CH2:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:34])C=1.S([O-])(O)=O.[Na+]>C(Cl)Cl>[CH:1]1([CH2:4][N:5]2[C:10](=[O:11])[C:9]([CH2:12][O:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:8][C:7]([C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:25])=[O:34])=[CH:20][CH:19]=3)=[N:6]2)[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 70297m-Chloroperbenzoic acidHCID 219915572-cyclopropylmethyl-4-methanesulfonyloxymethyl-6-[4-(methyl thio)phenyl]-2H-pyridazin-3-oneHCID 23665763Sodium Bisulfite

Produkt 1

HCID 23018243HCID 23018243, VerbindungAusbeute 44,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 2-cyclopropylmethyl-4-methanesulfonyloxymethyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one (300 mg, 0.79 mmol) in methylene chloride (10 mL) was added dropwise at −20° C. a solution of 3-chloroperbenzoic acid (204 mg, 1.12 mmol) in methylene chloride (2 mL), and at the same temperature, the mixture was stirred for 30 minutes. A 10% aqueous sodium hydrogensulfite was added to the reaction mixture, and then, the mixture was extracted with chloroform. The extract was successively washed with a saturated aqueous sodium hydrogencarbonate and brine, and was then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was recrystallized from chloroform-hexane to yield the title compound as a colorless crystalline powder (139 mg, 44.5%).

Aufarbeitung

  1. extractionthe mixture was extracted with chloroform
  2. washThe extract was successively washed with a saturated aqueous sodium hydrogencarbonate and brine
  3. dry with materialwas then dried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customThe residue was recrystallized from chloroform-hexane

Quellen und Nachweise

ORD-Eintrag
ord-21528cfaf4a844eca04e173f6d62ebeb
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07211577B2

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