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m-Chloroperbenzoic acid → 6-Methanesulphonamido-2-methylquinoline-1-oxide

HRID 467104
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 467104
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][S:13]([NH:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([CH3:27])[CH:21]=[CH:20]2)(=[O:15])=[O:14]>C(Cl)Cl.C(=O)(O)[O-].[Na+]>[CH3:12][S:13]([NH:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N+:23]([O-:9])=[C:22]([CH3:27])[CH:21]=[CH:20]2)(=[O:14])=[O:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 19813426N-(2-Methylquinolin-6-yl)methanesulfonamide

Produkt 1

HCID 198134366-Methanesulphonamido-2-methylquinoline-1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

m-Chloroperbenzoic acid ("MCPBA") (5.2 g) was added portionwise to a solution of 6-methanesulphonamido-2-methylquinoline (6 g) in methylene chloride and stirring was continued for 17 hours. The reaction mixture was then diluted with aqueous sodium bicarbonate and the organic layer was separated. The aqueous layer was extracted with methylene chloride. The combined organic layers were washed with aqueous sodium bicarbonate, dried (MgSO4) and evaporated in vacuo to give a solid which was recrystallised from ethanol to give the title compound, yield 1.6 g, m.p. 241°-243°.

Aufarbeitung

  1. customthe organic layer was separated
  2. extractionThe aqueous layer was extracted with methylene chloride
  3. washThe combined organic layers were washed with aqueous sodium bicarbonate
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo
  6. customto give a solid which
  7. customwas recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-d93894f0ebc546c89f1b63da77f6b7af
Quelldatensatz
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05158964

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