Semicarbazide hydrochloride → HCID 178510553, Verbindung

HRID 240325Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 240325
[Cl:1][C:2]1[CH:18]=[CH:17][C:16]2[C:7]3=[N:8][C:9]([C:14]#[N:15])=[C:10]([C:12]#[N:13])[N:11]=[C:6]3[C:5](=O)[C:4]=2[CH:3]=1.Cl.[NH2:21][NH:22][C:23]([NH2:25])=[O:24]>C(#N)C>[NH2:25][C:23]([NH:22][N:21]=[C:5]1[C:6]2[C:7](=[N:8][C:9]([C:14]#[N:15])=[C:10]([C:12]#[N:13])[N:11]=2)[C:16]2[CH:17]=[CH:18][C:2]([Cl:1])=[CH:3][C:4]1=2)=[O:24]

Komponenten

4

Edukt 2

HCID 11236Semicarbazide hydrochlorideHCID 160657737-Chloro-9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile

Produkt 1

HCID 178510553HCID 178510553, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 600 mg (2.25 mmol) 17g and 329 mg (2.92 mmol) semicarbazide hydrochloride in 20 ml acetonitrile was heated 14 h under reflux. After that time, TLC indicated complete conversion of the starting product. After evaporation of the solvent, the crude product was recrystallised from aqueous ethanol, and compound 43 was obtained in slightly greenish crystals (90%). 1H-NMR (d6-DMSO, 400 MHz): δ (ppm)=7.40 (sl, 1H); 7.70 (sl, 1H); 7.71 (d, J=8 Hz, 1H); 8.17 (d, J=8 Hz, 1H); 8.89 (s, 1H); 10.95 (s, 1H). ESI+MS: calcd for C14H6ClN7O: 323.70; found: 324 (MH+).

Aufarbeitung

  1. temperaturewas heated 14 h
  2. temperatureunder reflux
  3. customAfter evaporation of the solvent
  4. customthe crude product was recrystallised from aqueous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-dcc7dd220a3f4b4b97eec03beb8417d4
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648076B2

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