Water → 5-Nitrophthalazin-1(2H)-one

HRID 420625

Reaktionsgleichung

Reaktionsgleichung von HRID 420625
S(O)(O)(=O)=O.[NH2:6][NH2:7].C(=O)([O-])[O-].[Na+].[Na+].Br[CH:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][C:23]=2[N+:25]([O-:27])=[O:26])[C:17](=O)[O:16]1.O>CN(C=O)C>[N+:25]([C:23]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:24]=1[CH:15]=[N:6][NH:7][C:17]2=[O:16])([O-:27])=[O:26]

Komponenten

6

Edukt 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 24842Hydrazine SulfateHCID 179850383-Bromo-4-nitrophthalide

Produkt 1

HCID 203231905-Nitrophthalazin-1(2H)-oneAusbeute 43,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

18.25 g of hydrazine sulfate and 14.88 g of sodium carbonate are stirred in 300 ml of DMF at 100° C. for one hour. Then, 7.24 g of 3-bromo-4-nitro-phthalide in 100 ml of DMF is added, and it is stirred for another 4 hours at 100° C. It is added to water, extracted several times with ethyl acetate, and the organic phase is washed with water and brine. It is dried, and the solvent is removed in a vacuum. After recrystallization from ethyl acetate, 2.35 g of 5-nitro-phthalazin-1-one is obtained as a solid.

Aufarbeitung

  1. extractionextracted several times with ethyl acetate
  2. washthe organic phase is washed with water and brine
  3. customIt is dried
  4. customthe solvent is removed in a vacuum
  5. customAfter recrystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-06aba8d2e12342b796ed1d107bd5b231
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08097627B2

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