• Title/Summary/Keyword: 1N-ethyl-2-methyl-3-ethoxycarbonyl-pyridino(2,3f)indole-4,9-dione

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Synthesis of 1N-aryl-2-methyl-3-ethoxycarbonyl-pyridino [2,3-f]indole-4,9-dione derivatives (II) (1N-아릴-2-메틸-3-에톡시카르보닐-피리디노 [2,3-f]인돌-4,9-디온 유도체의 합성 (II))

  • Suh, Myung-Eun;Park, Hee-Kyung
    • YAKHAK HOEJI
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    • v.41 no.5
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    • pp.582-587
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    • 1997
  • The 6.7-dichloroquinoline-5,8-dione (I) was reacted with ethyl acetoacetate in the presence of sodium ethoxide to yield 6-(${\alpha}$-acetyl-${\alpha}$-ethoxycarbonyl methyl)-7-chloro-qui noline-5,8-dione(II). When this compound II was reacted with some arylamine (phenyl, p-toluyl, p-fluorophenyl, p-chlorophenyl. p-bromophenyl, p-iodophenyl, p-trifluoromethylphenyl, p-dimethylaminophenyl,indanyl), 1N-aryl-2-methyl-3-ethoxycarbonyl pyridino[2,3-f]-indole-4.9-dione(IIIa-I) were obtained via intramolecular cyclization.

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Synthesis of 1N-alkyl-2-methyl-3-ethoxycarbonyl-pyridino(2,3f)indole-4,9-dione Derivatives (1N-알킬-2-메틸-3-에톡시카르보닐-피리디노(2,3f)인돌-4,9-디온 유도체 합성)

  • Suh, Myung-Eun;Park, Hee-Kyung
    • YAKHAK HOEJI
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    • v.40 no.1
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    • pp.19-24
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    • 1996
  • The 6,7-dichloroquinolone-5,8-dione(I) was reacted with ethyl acetoacetate in the presence of sodium ethoxide to yield 6-(${\alpha}$-acetyl-${\alpha$-ethoxycarbonyl-methyl)-7-chloro-quin oline-5,8-dione(II). When this compound II was reacted with some alkylamine (methylamine, ethylamine, propylamine, isopropylamine, cyclopropylamine, methoxyethylamine, ethanolamine, benzylamine, furfurylamine), 1N-alkyl-2-methyl-3-ethoxycarbonyl-pyridino(2,3f)-indole-4,9-dione(IIIa-i) were obtained via intramolecular cyclization.

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Synthesis of 1N-alkyl-2-amino-3-ethoxycarbonyl-pyridino [2,3-f]indole-4,9-dione derivatives (I) (1N-알킬-2-아미노-3-에톡시카르보닐-피리디노 [2,3-f]인돌-4,9-디온 유도체의 합성 (I))

  • Suh, Myung-Eun;Shin, Sung-Hee
    • YAKHAK HOEJI
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    • v.41 no.5
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    • pp.575-581
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    • 1997
  • The 6,7-dichlorquinoline-5,8-dione was reacted with ${alpha}$-cyanoacetic acid ethyl ester in ammonia solution to yield 6-(${alpha}$-cyano-${alpha}$-ethoxycarbonyhnethyl)-7-chloroquinoline- 5,8-dione (compound I). When this compound was reacted with some alkyl amines (methylamine, ethylamine, isopropylamine, etc) 2-amino-3-ethoxycarbonyl-N-alkyl-pyridino[2,3-f]indole-4,9-diones (compounds II a-e) were obtained.

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Nucleophilic Substitution of 6,7-Dichloroquinoline-5,8-dione by X-ray Crystal Structure Analysis (X-Ray 단결정체 분석에 의한 6,7-디클로로퀴놀린-5,8-디온의 친핵치환반응)

  • Seo, Myeong-Eun;George, Clifford
    • YAKHAK HOEJI
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    • v.40 no.4
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    • pp.382-386
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    • 1996
  • The compound of the 6,7-dichloroquinoline-5,8-dione has two asymmetric chloro radicals at the position of the C6 and C7. When the compound reacts with ethyl acetoacetate in the presence of sodium ethoxide, it is considered that C6 and/or C7 position of the compound can be substitued. The exact substitued position of the product (I) could not be identified by the NMR analysis in our experiment. Therefore, we synthesized the 3-ethoxycarbonyl-2-methyl-1-N-propyl pyridino(2,3f)indole-4,9-dione by reaction of the product (I) with propylamine via intramolecular cyclization to identify the substitued position of the product (I) using the X-ray crystallographic structure analysis. The result demonstrates that the position of nucleophilic substitution of the product (I) is at the position of the C6.

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