Reaktion #56390

ord-ef9eb593a3cb44209c26cba25235065f

Reaktionsgleichung

Cc1c(C=O)[n+]([O-])c2ccccc2[n+]1[O-]
2-formyl-3-methylquinoxaline-1,4-dioxide
N#CCC(=O)NN
cyanoacetylhydrazine
→
Cc1c(C=NNC(=O)CC#N)[n+]([O-])c2ccccc2[n+]1[O-]
2-Formyl-3-methylquinoxaline-1,4-dioxide cyanoacetylhydrazone

Edukte

Cc1c(C=O)[n+]([O-])c2ccccc2[n+]1[O-]
2-formyl-3-methylquinoxaline-1,4-dioxide
N#CCC(=O)NN
cyanoacetylhydrazine

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed with ethanol
  2. 2
    Sonstigeso yielding 22.2 grams (78% of theoretical) of crude material
  3. 3
    SonstigeUpon crystallization from dimethylformamide, yellow crystals
  4. 4
    Sonstigemelting at a temperature within the range of 255°-260° C.
  5. 5
    Sonstigewere obtained

Vorschrift

A suspension comprising 20.4 grams (0.1 mole) of 2-formyl-3-methylquinoxaline-1,4-dioxide (m.p. of 180°-182° C.) and 9.9 grams (0.1 mole) of cyanoacetylhydrazine in 200 ml of ethanol was stirred for 4 hours at room temperature. The separated product was sucked off and washed with ethanol, so yielding 22.2 grams (78% of theoretical) of crude material. Upon crystallization from dimethylformamide, yellow crystals melting at a temperature within the range of 255°-260° C. were obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04225604uspto-grants-1980_09