Ethanol → 9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene acetal

HRID 129444Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 129444
[N:1]1[C:2]2[C:14](=[O:15])[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:3]=2[NH:4][C:5](=[O:7])[CH:6]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O.[CH2:28]([OH:30])[CH3:29]>C(O)CO.C1(C)C=CC=CC=1>[CH2:28]1[O:30][C:5]2([NH:4][C:3]3[C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=4[C:14](=[O:15])[C:2]=3[N:1]=[CH:6]2)[O:7][CH2:29]1

Komponenten

7

Edukt 4

HCID 702EthanolHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 190359769H-Indeno[1,2-b]pyrazine-3,9(4H)-dione

Produkt 1

HCID 677228069H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene acetalAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 174Ethylene GlycolLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A suspension of 9H-indeno[1,2-b]pyrazine-3,9(4H)-dione (1.0 g, 5.05 mmol) in ethylene glycol (10 ml), toluene (20 ml) and p-toluenesulfonic acid (20 mg) was refluxed with water separation for 18 hours. The reaction mixture was cooled to room temperature, ethanol (5 ml) was added and the precipitate was filtered off and washed with ethanol and dried to give 1.014 g (83%) of the title compound. M.p. 296°-298° C. 1H-NMR (DMSO-d6, δ): 4.3-4.42 (m, 4H), 7.43-7.6 (m, 3H), 7.75 (d, 1H), 7.88 (s, 1H), 12.7 (s, 1H).

Aufarbeitung

  1. filtrationthe precipitate was filtered off
  2. washwashed with ethanol
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-23822854a35043a397407781165306f2
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05468748

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