Nitric Acid → N-(2-(Cyclohexyloxy)-4-nitrophenyl)methanesulfonamide

HRID 476736

Reaktionsgleichung

Reaktionsgleichung von HRID 476736
[CH:1]1([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:19]([O-])([OH:21])=[O:20].[OH-].[Na+]>C(O)(=O)C>[CH:1]1([O:7][C:8]2[CH:13]=[C:12]([N+:19]([O-:21])=[O:20])[CH:11]=[CH:10][C:9]=2[NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 14771306HCID 14771306, Verbindung

Produkt 1

HCID 4553N-(2-(Cyclohexyloxy)-4-nitrophenyl)methanesulfonamideAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To 20 ml of an acetic acid solution containing 3.4 g of N-(2-cyclohexyloxyphenyl)methanesulfonamide was added dropwise 1.5 g of 61% nitric acid on heating at 110° C. over a 30-minute period, and then the mixture was stirred for 1 hour. The reaction solution was poured into ice water and neutralized with a dilute aqueous sodium hydroxide solution. The crystals which formed were collected by filtration, washed with water and dried to give 4.5 g of the crude crystals, which were then recrystallized from ethanol-n-hexane to give 3.3 g of N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide.

Aufarbeitung

  1. customThe crystals which formed
  2. filtrationwere collected by filtration
  3. washwashed with water
  4. customdried
  5. customto give 4.5 g of the crude crystals, which
  6. customwere then recrystallized from ethanol-n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-abde2a2390ae46ca8c99c83781896b8b
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04885367

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