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

HRID 12269

Reaktionsgleichung

Reaktionsgleichung von HRID 12269
[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-d8366a1b2fef4b479476f79a57cde650
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727989B2

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