Acetic Acid → 2-Bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one

HRID 1351076Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1351076
O.[NH2:2][NH2:3].[Br:4][C:5]1[N:9]([CH2:10][C:11]#[C:12][CH3:13])[C:8]([C:14]([O:16]C)=O)=[C:7]([CH:18]=O)[N:6]=1.C(O)(=O)C>C(O)C>[Br:4][C:5]1[N:9]([CH2:10][C:11]#[C:12][CH3:13])[C:8]2[C:14](=[O:16])[NH:3][N:2]=[CH:18][C:7]=2[N:6]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 21947682methyl 2-bromo-3-(2-butyn-1-yl)-5-formyl-3H-imidazole-4-carboxylate

Produkt 1

HCID 219476582-Bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

0.31 ml hydrazine hydrate (99%), dissolved in 1 ml of ethanol, is added dropwise at ambient temperature to a solution of 1.80 g of methyl 2-bromo-3-(2-butyn-1-yl)-5-formyl-3H-imidazol-4-carboxylate in 25 ml of ethanol. Five minutes later 1.5 ml of concentrated acetic acid are added and the mixture is refluxed for 30 minutes. After cooling the solid precipitated is suction filtered, washed with 10 ml of ethanol and 20 ml of diethyl ether and dried.

Aufarbeitung

  1. temperaturethe mixture is refluxed for 30 minutes
  2. temperatureAfter cooling the solid
  3. customprecipitated
  4. filtrationfiltered
  5. washwashed with 10 ml of ethanol and 20 ml of diethyl ether
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4004c3d3462942e29953efc377697ac8
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07217711B2

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