106728-52-3Relevant academic research and scientific papers
Synthesis of Novel 3-(α-Arylhydrazono-1,3,4-oxadiazol-2-ylmethyl)-2-oxo-1,2-dihydroquinoxalines and Their Characteristic Tautomerism between the Hydrazone Imine and Diazenyl Enamine Forms
Kurasawa, Yoshihisa,Muramatsu, Muneto,Okamoto, Yoshihisa,Takada, Atsushi
, p. 637 - 639 (2007/10/02)
The reaction of 3-(α-arylhydrazono)hydrazinocarbonylmethyl-2-oxo-1,2-dihydroquinoxalines 1a,b with triethyl orthoesters resulted in the intramolecular cyclization to give the 3-(α-arylhydrazono-1,3,4-oxadiazol-2-ylmethyl)-2-oxo-1,2-dihydroquinoxalines 4a-d, but not the 1,2,4,5-tetrazepinylquinoxalines 5a-d.The cyclization mode into the 1,3,4-oxadiazole ring was confirmed by the alternate syntheses of 4a,c from the reactions of 3-(1,3,4-oxadiazol-2-ylmethylene)-2-oxo-1,2,3,4-tetrahydroquinoxalines 6a,b with o-chlorophenyl diazonium salts, respectively.Moreover, 4a-dexhibited an interesting tautomerism between the hydrazone imine form A and diazenyl enamine form B.
