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Hydroxylamine HCl → Diethyl 2,2'-((5-(1-(hydroxyimino)ethyl)oxazol-2-yl)azanediyl)diacetate

HRID 68319
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 68319
[C:1]([C:4]1[O:8][C:7]([N:9]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:6][CH:5]=1)(=O)[CH3:2].C([O-])(=O)C.[Na+].[Cl-].[OH:28][NH3+:29]>C(O)C.O>[OH:28][N:29]=[C:1]([C:4]1[O:8][C:7]([N:9]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:6][CH:5]=1)[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 21645Hydroxylamine HClHCID 517045Sodium AcetateHCID 68282007Diethyl 2,2'-((5-acetyloxazol-2-yl)azanediyl)diacetate

Produkt 1

HCID 86699627Diethyl 2,2'-((5-(1-(hydroxyimino)ethyl)oxazol-2-yl)azanediyl)diacetateAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel
HCID 962
Water
Lösungsmittel

Versuchsvorschrift

To a solution of diethyl 2,2′-((5-acetyloxazol-2-yl)azanediyl)diacetate (300 mg, 1.01 mmoles) in ethanol (6 mL), a solution of sodium acetate (165 mg, 2.01 mmoles) and hydroxylammonium chloride (139 mg gm, 2.01 mmoles) in water (2 ml) was added and the reaction mixture was refluxed for 1 h. The reaction mixture was cooled to room temperature and solvent was evapourated in vacuum. The residue was diluted with ice cold water and extracted with ethyl acetate. The combined ethyl acetate extract was washed with water & brine, dried over sodium sulphate and evaporated under reduced pressure to yield 252 mg (80%) of title product as thick liquid.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed for 1 h
  2. additionThe residue was diluted with ice cold water
  3. extractionextracted with ethyl acetate
  4. extractionThe combined ethyl acetate extract
  5. washwas washed with water & brine
  6. dry with materialdried over sodium sulphate
  7. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-408cfd8f82b84c36a51f220cd42224fb
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08822414B2

Notizen zur Reaktion

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