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Potassium Hydroxide → 4,5-Diacetyl-[1,4,5]-oxadiazepine

HRID 1817777
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1817777
[OH-].[K+].[C:3]([NH:6][NH:7][C:8](=[O:10])[CH3:9])(=[O:5])[CH3:4].[CH3:11][CH2:12][O:13][CH2:14][CH:15](Cl)Cl>CN(C)C=O>[C:3]([N:6]1[N:7]([C:8](=[O:10])[CH3:9])[CH:15]=[CH:14][O:13][CH:12]=[CH:11]1)(=[O:5])[CH3:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 72884Acetic acid, 2-acetylhydrazideHCID 139875142,2-Dichlorodiethyl Ether

Produkt 1

HCID 673358624,5-Diacetyl-[1,4,5]-oxadiazepine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

39.6 g of potassium hydroxide powder 85% (0.6 mol) are introduced into a mixture of 35 g of diacetylhydrazine (0.3 mol) and 560 ml of solvent (see Table 1). When the heat of reaction has died away, 85.8 g of 2,2-dichlorodiethyl ether (0.6 mol) are added; the reaction mixture is heated to 80° C. and maintained at 80-90° C. for 5 hours. The mixture is then cooled to 20° C. and filtered, and the filtration residue is washed with the solvent. The yield is given by the content of title compound in the combined filtrate. It will be seen that the solvents used according to the invention (tests 4-7) give far better yields of 4,5-diacetyl-[1,4,5]-oxadiazepine than N,N-dimethylformamide, which is known from the above prior art (DMFA, comparison test 8).

Aufarbeitung

  1. temperatureWhen the heat of reaction
  2. temperaturemaintained at 80-90° C. for 5 hours
  3. temperatureThe mixture is then cooled to 20° C.
  4. filtrationfiltered
  5. washthe filtration residue is washed with the solvent
  6. customgive far better

Quellen und Nachweise

ORD-Eintrag
ord-49d7f6fdbc1545e7a7b36f289b6276b9
Quelldatensatz
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07598376B2

Notizen zur Reaktion

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