Oxygen → 4-Nitrobenzanilide

HRID 1729118

Reaktionsgleichung

Reaktionsgleichung von HRID 1729118
C(N)(=O)[C:2]1[CH:7]=[CH:6]C=[CH:4][CH:3]=1.[OH-:10].[CH3:11][N+:12]([CH3:15])(C)C.O=O.[N+:18]([C:21]1[CH:26]=[CH:25][C:24](NC(=O)C2C=CC=CC=2)=[CH:23][CH:22]=1)([O-:20])=[O:19]>[N+](C1C=CC=CC=1)([O-])=O.CO.C(#N)C>[N+:18]([C:21]1[CH:22]=[CH:23][C:24]([C:11]([NH:12][C:15]2[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=2)=[O:10])=[CH:25][CH:26]=1)([O-:20])=[O:19]

Komponenten

7

Edukt 4

HCID 977OxygenHCID 2331BenzamideHCID 60966Tetramethylammonium hydroxideHCID 769304'-Nitrobenzanilide

Produkt 1

HCID 770034-NitrobenzanilideAusbeute 20 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7416NitrobenzeneLösungsmittelHCID 21959252Acetonitrile methanolLösungsmittel

Versuchsvorschrift

Benzamide (10 mmole) and 10 mmole of tetramethylammonium hydroxide in 10 g of nitrobenzene was stirred at 75°-80° C./56-63 psi (3.9 -4.4 kg/cm2) oxygen for 12 hours. Methanol/acetonitrile (4:6) (10 mL)solution was then added to homogenize the solution. A weighted aliquot was sampled for HPLC assay and revealed 20% yield of 4-nitrobenzanilide, i.e.,N-(4-nitrophenyl)benzamide. No azoxybenzene was detected.

Aufarbeitung

  1. aliquotA weighted aliquot was sampled for HPLC assay

Quellen und Nachweise

ORD-Eintrag
ord-4df96f44d270495fb04426143db9c0b9
Quelldatensatz
uspto-grants-1994_07
Patentnummer
US05331099

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