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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 36, Number 5
JKCSEZ 36(5)
October 20, 1992 

Synthesis of Novel 1,2,4-Triazole Derivative

새로운 1,2,4-Triazole 유도체의 합성에 관한 연구
Ho Sik Kim, Tae Joo Park, Yi Hyang Doh, Man Kil Lee, Yoshihisa Kurasawa

김호식, 박태주, 도이향, 이만길, 창택가구
α-페닐렌디아민(3)을 출발물질로 하여 4단계를 거쳐 α-arylhydrazonoacylazide(7)를 합성하였다. 얻어진 α-arylhydrazonoacylazide(7)는 디메틸슬폭시드 용액에서 hydrazone imine형과 diazenyl enamine형으로 존재하는데 이들 사이의 토오토메리 현상을 1H-NMR 스펙트럼 데이타에 의하여 측정된 토오토머 비로서 고찰하였다. α-arylhydrazonoacylazide(7)를 벤젠용매에서 환류시켜 1-aryl-3-quinoxalinyl-1,2,4-triazol(8)을 합성하였다.

α-Arylhydrazonoacylazide(7) was synthesized starting from o-phenylenediamine(3) in four steps. The tautomeric behavior of α-arylhydrazonoacylazide(7) between the hydrazone imine and diazenyl enamine forms in the dimethyl sulfoxide solution was investigated on the basis of the tautomer ratio determined by the 1H-NMR spectral data. The 1-aryl-3-quinoxalinyl-1,2,4-triazol(8) was synthesized from α-arylhydrazonoacylazide(7) by refluxing in benzene.

738 - 743
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