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Hydrazine → 5-Tert-butyl-1H-pyrazolo[3,4-d]pyridazin-4(5H)-one

HRID 1291222
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1291222
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH:12]=O)=[C:8]([N:14](C)C)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[NH2:17]N>C(O)C>[C:1]([N:5]1[C:10](=[O:11])[C:9]2[CH:12]=[N:17][NH:14][C:8]=2[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 189188952-Tert-butyl-5-dimethylamino-4-formyl-3(2H)-pyridazinone

Produkt 1

HCID 189191095-Tert-butyl-1H-pyrazolo[3,4-d]pyridazin-4(5H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-Tert-butyl-5-dimethylamino-4-formyl-3(2H)-pyridazinone (3.5 g) was added to hydrazine (5.1 g)/ethanol (30 ml) and the mixture was refluxed for 40 hours. The solvent ethanol-hydrazine was then distilled off and the residue was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl solution, dried over anhydrous magnesium sulfate, and concentrated to dryness. The residue was washed with n-hexane-diethyl ether and dried. White powder, 1.9 g. 1H-NMR (CDCl3) δ: 1.71(9H,s), 8.19(1H,s), 8.32(1H,s).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 40 hours
  2. distillationThe solvent ethanol-hydrazine was then distilled off
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated aqueous NaCl solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated to dryness
  7. washThe residue was washed with n-hexane-diethyl ether
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-585dbe4cf4c84746b9db287b5f2cf064
Quelldatensatz
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05753664

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