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Synthesis and Tautomerism of Novel Quinoxalines (Part I)
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 Title & Authors
Synthesis and Tautomerism of Novel Quinoxalines (Part I)
Ho Sik Kim; Jin Hee Kim;
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The reaction of 3-(1-ethoxycarbonyl)ethyl-1,2-dihydro-2-oxoquinoxaline (8) with hydrazine hydrate gave 3-(1-hydrazinocarbonyl)ethyl-2-hydroxyquinoxaline (9). The reaction of compound 9 with substituted benzaldehydes and heteroaryl aldehydes afforded 2-hydroxyquinoxalines (10-12), respectively. The reaction of compound 9 with alkyl (ethoxymethylene)cyanoacetates and ethoxymethylenemalononitrile resulted in the intramolecular cyclization to give the 5-amino-1-[2-(3-hydroxyquinoxalin-2-yl)propanoyl]-pyrazoles (13), respectively. Compounds 10-13 showed the tautomerism between the lactam and lactim forms in dimethyl sulfoxide solution. The tautomer ratios were determined by the NMR. The herbicidal and fungicidal activities of the synthesized compounds were investigated.
Quinoxalines; Intramolecular Cyclization; Tautomerism; Herbicidal Activity; Fungicidal Activity;
 Cited by
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