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새로운 Pyrazole類의 合成에 관한 硏究 : 第1報 Ⅰ
南順花,李萬佶,郭美玉,姜一英,金浩植 대구효성가톨릭대학교 자연과학연구소 1991 基礎科學硏究論集 Vol.5 No.-
AbstrBct The reaction of 6-chloro-2- hydrazinoquinoxalines with acetylacetone or diben-zoylmethane gave pyrazoles via dehydration of the intermediate hydrazone and no triazolocompound was obtained. The probable mechanism for the formation of the pyrazole isdiscussed.
Terazoloquinoxaline類의 간편한 合成에 관한 硏究
南順花,郭美玉,鄭周怜,韓盛旭,李萬佶,倉澤가久,金浩植 대구효성가톨릭대학교 자연과학연구소 1992 基礎科學硏究論集 Vol.6 No.-
The reaction of o-phenylenediamine with methyl pyruvate gave 3-methyl-2-oxo-1,2-dihydroquinoxaline, whose reaction with phosphoryl chloride afforded 2-ch-loro -3- methylquinoxaline . The reaction of 2- chloro-3- methylquinoxaline with sodium azide in dimethyl sulfoxide provided 4-rnothyltetrazolo(1,5-a)quinoxaline. The reac-tion of 2-chloro-3-methylquinoxaline with m-chloroperbenzoic acid gave 2-chloro-3-methylquinoxaline 4-oxide, whose reaction with sodium azide in dimethyl sulfoxide provided 4-mothyltetrazolo(1,5-a)quinoxaline 5-oxide. The tautomeric behavior of compound 15 and 17 between the azido and tetrazolo forms in a solid and solution was investigated on the basis of the tautomer ratio determined by the 1H-NMR spectral data. The tautomer ratios of the azido form versus the tetrazolo form were 1 : 2 and1 . 4.
새로운 Pyrazole類의 合成에 관한 硏究 (第2報)
南順花,李萬佶,郭美玉,鄭周怜,金浩植 대구효성가톨릭대학교 자연과학연구소 1992 基礎科學硏究論集 Vol.6 No.-
The reaction of hydrazinoquinoxalines(2, 6) with dimethyl acetylenedicar-boxylate gave succinic acid derivatives(3, 7) , whose reaction with sodium methoxide in refluxing acetonitrile provided pyrazoles(4, 8) . The probable mechanism for the formation of the pyrazole is discussed. The tautomeric behavior of succinic acid derivati-ves and pyrazoles was investigated.
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.
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.
Azoloquinoxaline類의 간편한 合成에 관한 硏究 : 第1報
郭美玉,南順花,金恩慶,金眞姬,韓盛旭,李萬佶,朴義煥,金浩植 고신대학교 자연과학연구소 1993 고신대학교 자연과학연구소 논문집 Vol.3 No.-
The reaction of 2, 6-dichoroquinoxaline with m-chloroperbenzoic acid gave 2, 6-dichloroquinoxaline 4-oxide, whose reaction with sodium azide provided 7-chlorotetrazolo[1, 5-a]quinoxaline 5-oxide and not the isomeric azide. The structures of the synthesized compounds were confirmed on the basis of IR, ¹H-NMR, elemental analysis and mass spectral data.
김호식,남순화,Kim Ho Sik,Nam Soon Hwa,Kurasawa Yoshihisa 대한화학회 1990 대한화학회지 Vol.34 No.5
2,6-dichloroquinoxaline (13)과 m-chloroperbenzoic acid를 반응시켜 2,6-dichloroquinoxaline 4-oxide (14)를 합성하고, 이것과 pyrrolidine 혹은 indoline을 반응시켜 2-substituted 6-chloroquinoxaline 4-oxide류(15)를 합성하였다. 그리고 이들과 dimethyl acetylenedicarboxylate를 반응시키니 isoxazolo[2,3-a]quinoxaline류(16)와 pyrrolo[1,2-a]quinoxaline류 (17)가 선택적으로 합성되었다. 더욱이 pyrrolo[1,2-a]quinoxaline류 (17)는 isoxazolo[2,3-a]quinoxaline류 (16)의 고리변환에 의하여 생성된다는 것을 알았다. The reaction of 2,6-dichloroquinoxaline (13) with m-chloroperbenzoic acid gave 2,6-dichloroquinoxaline 4-oxide (14), whose reaction with pyrrolidine or indoline provided 2-substituted 6-chloroquinoxaline 4-oxides (15). The isoxazolo[2,3-a]quinoxalines (16) and pyrrolo[1,2-a]quinoxalines (17) were selectively synthesized from the 2-substituted 6-chloroquinoxaline 4-oxides (15) and dimethyl acetylenedicarboxylate. Moreover, the pyrrolo[1,2-a]quinoxalines (17) were found to be produced by the ring transformation of the isoxazolo[2,3-a]quinoxalines (16).
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 .