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새로운 1,2,4-Triazole 유도체의 합성에 관한 연구
김호식,박태주,도이향,이만길,창택가구,Kim, Ho Sik,Park Tae Joo,Doh Yi Hyang,Lee Man Kil,Kurasawa Yoshihisa 대한화학회 1992 대한화학회지 Vol.36 No.5
${\circo}-페닐렌디아민(3)을 출발물질로 하여 4단계를 거쳐 {\alpha}-arylhydrazonoacylazide(7)를 합성하였다. 얻어진 {\alpha}-arylhydrazonoacylazide(7)는 디메틸슬폭시드 용액에서 hydrazone imine형과 diazenyl enamine형으로 존재하는데 이들 사이의 토오토메리 현상을 ^1H-NMR 스펙트럼 데이타에 의하여 측정된 토오토머 비로서 고찰하였다. {\alpha}-arylhydrazonoacylazide(7)를 벤젠용매에서 환류시켜 1-aryl-3-quinoxalinyl-1,2,4-triazol(8)을 합성하였다.$ ${\alpha}-Arylhydrazonoacylazide(7) was synthesized starting from {\circo}-phenylenediamine(3) in four steps. The tautomeric behavior of {\alpha}-arylhydrazonoacylazide(7) between the hydrazone imine and diazenyl enamine forms in the dimethyl sulfoxide solution was investigated on the basis of the tautomer ratio determined by the ^1H-NMR spectral data. The 1-aryl-3-quinoxalinyl-1,2,4-triazol(8) was synthesized from {\alpha}-arylhydrazonoacylazide(7) by refluxing in benzene.$
새로운 3-(α-Arylhydrazono)oxadiazolylmethyl-2-oxo-1 2-dihydroquinoxaline 誘導體의 合成과 토오토메리 現象에 관한 硏究
都理香,南順花,郭美玉,朴胎晝,姜一英,金浩植 대구효성가톨릭대학교 자연과학연구소 1991 基礎科學硏究論集 Vol.5 No.-
Abstract The reaction of 3-methoxycarbonylmethylene-2-oxo-1, 2, 3, 4-tetrahydro-quinoxaline with p-butylbenzenediazonium chloride gave n-arylhydrazonoester, whose reaction with hydrazine hydrate afforded α-arylhydrazonoacylhydrazide. The reaction of α-arylhydrazonoacylhydrazide with triethyl orthoformate resulted in the intramolecu-lar cyclization to give the 3-(α-(p-butylphenylhydrazono)-1,3,4-oxadiazol-2-ylmethyl)-2-oxo-1,2-dihydroquinoxaline, but not the 1, 2, 4, 5-tetrazepinylquinoxaline. The tautomericbehavior of 3-[α-(p-butylphenylhydrazono) methoxycarbonylmethyl]-2-oxo-1, 2-dihy-droquinoxaline and 3-[α-(p-butylphe nylhydrazono)-1, 3, 4- oxadiazol -2- ylmethyl ]-2-oxo-1,2-dihydroquinoxaline 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.
새로운 1-Aryl-3-quinoxalinyl-1,2,4-triazole 유도체의 합성에 관한 연구
김호식,도이향,남순화,강일영,박태주 대구효성가톨릭대학교 자연과학연구소 1990 基礎科學硏究論集 Vol.4 No.-
The reaction of 3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline with p-butylbenzenediazonium chloride gave α-arylhydrazonoester , whose reaction with hydra-zine hydrate afforded α -arylhydrazonoacylhydrazide . The reaction of α-aryl hyd razonoacylh-ydrazide with sodium nitrite in aqueous acetic acid provided a-arylhydrazonoacylazide and then its refluxing in N , N - dimethylformamide furnished 1-aryl-3-quinoxalinyl-1,2,4-triazole .
새로운 1,2,4-Triazole 유도체의 합성에 관한 연구
金浩植,朴胎晝,都理香,李萬佶,倉澤嘉久 대구효성가톨릭대학교 자연과학연구소 1992 基礎科學硏究論集 Vol.1992 No.1
o-페닐렌디아민(3)을 출발물질로 하여 4단계를 거쳐 α-arylhydrazonoacylazide(7)를 합성하였다. 얻어진 α-arylhydrazonoacylazide(7) 디메틸슬폭시드 용액에서 hydrazone imine형과 diazenyl enamine 형으로 존재하는데 이들 사이의 토오토메리 현상을 ^1H-NMR 스펙트럼 데이터에 의하여 측정된 토오토머비로서 고찰하였다. α-Arylhydrazonoacylazide(7)를 벤젠용매에서 환류시켜 1-aryl-3-quinoxalinyl-1,2,4-triazole(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 raio 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.
Isoxazolo [2,3-α]quinoxaline과 Pyrrolo [1,2-α]quinoxaline의 선택적인 합성에 관한 연구
金浩植,南順花,都理香,姜一英 대구효성가톨릭대학교 자연과학연구소 1989 基礎科學硏究論集 Vol.3 No.-
The reaction of 2,6-dichloroquinoxaline with m-chloroperbenzoic acid gave 2,6-dichloroqui-noxaline 4-oxide,whose reation with 4-butylaniline provided 2-substituted 6-chloroquinoxa-line 4-oxide. The isoxazolo( 2,3-α)quinoxaline and pyrrolo[ 1,2-α1 quinoxaline were selectively synthesized from the 2-substituted 6-chloroquinoxaline 4-oxide and dimethyl acetylenedicar-boxylate. Moreover, the pyrrolo( 1,2- α)quinoxaline was found to be produced by the ring transformation of the isoxazolo( 2,3- α)quinoxaline. A postulated reaction mechanism for the ring transformation of isoxazolo(2,3- α )quinoxaline into pyrrolo( 1,2-α) quinoxaline was prese-nted.