Hydrazinium chloride → Ethyl 6-(2-ethylaminopyrimidin-4-yl)-3-oxo-2,3-dihydropyridazine-4-carboxylate

HRID 2377649Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2377649
[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([C:10](=O)[CH2:11][C:12](O)([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13](OCC)=[O:14])[CH:7]=[CH:6][N:5]=1)[CH3:2].Cl.[NH2:26][NH2:27]>C(O)C>[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([C:10]2[CH:11]=[C:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13](=[O:14])[NH:26][N:27]=2)[CH:7]=[CH:6][N:5]=1)[CH3:2]

Komponenten

4

Edukt 2

HCID 115031Hydrazinium chlorideHCID 68452836Diethyl 2-[2-(2-ethylaminopyrimidin-4-yl)-2-oxo-ethyl]-2-hydroxymalonate

Produkt 1

HCID 68453190Ethyl 6-(2-ethylaminopyrimidin-4-yl)-3-oxo-2,3-dihydropyridazine-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of 2 g of diethyl 2-[2-(2-ethylaminopyrimidin-4-yl)-2-oxo-ethyl]-2-hydroxy-malonate, 485 mg of hydrazine hydrochloride and 20 ml of ethanol is stirred under reflux for 24 hours. After cooling while stirring, the precipitate is filtered off with suction, heated in 4 ml of N-methylpyrrolidinone (NMP) at 130° C. for 3 hours and, after cooling, mixed with 15 ml of n-heptane and stirred. The precipitate is then filtered off with suction and stirred with methylene chloride, again filtered off with suction and dried.

Aufarbeitung

  1. temperatureunder reflux for 24 hours
  2. temperatureAfter cooling
  3. stirringwhile stirring
  4. filtrationthe precipitate is filtered off with suction
  5. temperatureafter cooling
  6. additionmixed with 15 ml of n-heptane
  7. stirringstirred
  8. filtrationThe precipitate is then filtered off with suction
  9. stirringstirred with methylene chloride
  10. filtrationagain filtered off with suction
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cee2b7c8b2f445aba481b656ad1e5154
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07470689B2

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