Hydroxylamine → Isonicotinohydroxamic acid

HRID 919034

Reaktionsgleichung

Reaktionsgleichung von HRID 919034
[C-]#N.[K+].[C:4]([O:12]C)(=O)[C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1.[NH2:14][OH:15].O>O1CCCC1.CO>[OH:15][NH:14][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1

Komponenten

7

Edukt 4

HCID 787HydroxylamineHCID 962WaterHCID 9032Potassium CyanideHCID 227085Methyl isonicotinate

Produkt 1

HCID 72967Isonicotinohydroxamic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Positively charged bi-functional precursor molecules for self-assembly. Potassium cyanide (50 mg) was added to a solution of methyl isonicotinate (1.17 g, 0.01 mole) and 50% hydroxylamine in water (1.3 g, 0.02 mole) in 10 mL tetrahydrofuran and 5 mL methanol. After stirring the mixture at room temperature for 18 hours, the precipitate was filtered and washed with diethyl ether and dried to give analytically pure N-hydroxy isonicotinamide. The latter was added to 5% methyl iodide in methanol and stirred at room temperature for two days. Methanol was evaporated under reduced pressure and the solid residue was crystallized from ethanol resulting in pure 4-hydroxamido-N-methylpyridinium iodide.

Aufarbeitung

  1. filtrationthe precipitate was filtered
  2. washwashed with diethyl ether
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ba8f23e268704d6db257536e21a80869
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273004B2

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