• Title/Summary/Keyword: Nitrile imine

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Synthesis of Dienamides via the Reaction of Nitrile with Allylindium Reagents and Intramolecular Acyl Group Quenching Cascade

  • Kim, Sung-Hwan;Kim, Yu-Mi;Kim, Jae-Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2351-2356
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    • 2010
  • Various dienamide derivatives were synthesized in reasonable yields from benzonitriles having an amide moiety at the ortho-position, via the sequential (i) In-mediated allylation of nitrile moiety to form an imine intermediate, (ii) intramolecular quenching of an acyl group by the imine intermediate, and (iii) a proton transfer to dienamide.

The Mechanism in the Photolysis of 5-Phenyl-tetrazole Derivatives (5-Phenyl-tetrazole의 光分解反應과 그 메카니즘에 관한 硏究)

  • Chae, Young-Bok;Chang, Kyung-Soo;Kim, Sung-Soo
    • Journal of the Korean Chemical Society
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    • v.11 no.3
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    • pp.85-88
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    • 1967
  • The main object of this experiment is to provide a systematic approach to the reaction mechanism in the photolysis of 5-phenyl-1,2,3,4-tetrazole during which the formation of C-phenyl-nitrile-imine of 1.3-dipole was expected. So the occurrence of 1,3-dipole-addition was examined but not observed despite the formation of nitrile-imine. 3,6-diphenyl-1,2,4,5-tetrazine (IV); 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine (III); 3,5-diphenyl-1,2,4-triazole; 4-amino-3,5-diphenyl-1,2,4-triazole; benzonitrile; ammonia and nitrogen were isolated as final products of this reaction.

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Selective Oxidation of Amines to Imines or Nitriles by Manganese Dioxide in Air (공기 중에서 망간 다이옥사이드에 의한 아민에서 이민 또는 나이트릴로의 선택적 산화 반응)

  • Kim, Yo Han;Hwang, Seung Kyu;Lee, Yoon Sik;Kim, Jung Won
    • Applied Chemistry for Engineering
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    • v.25 no.2
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    • pp.215-221
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    • 2014
  • A simple heterogeneous system has been developed by using base treated manganese dioxide (B-$MnO_2$) for the aerobic oxidation of amines under mild reaction conditions of 1 atm of air and $50^{\circ}C$ in hexane. This system was highly efficient to oxidize various kinds of primary or secondary amines including aliphatic, aromatic, and hetero-atomic ones under the applied reaction conditions. Amines were oxidized to nitriles or diimines by the self-condensation or oxidative dehydrogenation through imine intermediate. The B-$MnO_2$ was reused for at least 5 times without any loss of its catalytic performance and showed its cost effectiveness, easy workup, and easy separation of the products for achieving the protocol of green chemistry.

Thermal Decomposition of Tetrakis(ethylmethylamido) Titanium for Chemical Vapor Deposition of Titanium Nitride

  • Kim, Seong-Jae;Kim, Bo-Hye;Woo, Hee-Gweon;Kim, Su-Kyung;Kim, Do-Heyoung
    • Bulletin of the Korean Chemical Society
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    • v.27 no.2
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    • pp.219-223
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    • 2006
  • The thermal decomposition of tetrakis(ethylmethylamido) titanium (TEMAT) has been investigated in Ar and $H_2$ gas atmospheres at gas temperatures of 100-400 ${^{\circ}C}$ by using Fourier Transform infrared spectroscopy (FTIR) as a fundamental study for the chemical vapor deposition (CVD) of titanium nitride (TiN) thin film. The activation energy for the decomposition of TEMAT was estimated to be 10.92 kcal/mol and the reaction order was determined to be the first order. The decomposition behavior of TEMAT was affected by ambient gases. TEMAT was decomposed into the intermediate forms of imine (C=N) compounds in Ar and $H_2$ atmosphere, but additional nitrile (RC$\equiv$N) compound was observed only in $H_2$ atmosphere. The decomposition rate of TEMAT under $H_2$ atmosphere was slower than that in Ar atmosphere, which resulted in the extension of the regime of the surface reaction control in the CVD TiN process.

Studies on the Desulfurization of 1,3,4-Oxathiazol-2-one and 1,2,4-Dithiazol-3-one with Trivalent Phosphorus Compounds (1,3,4-옥사티아졸-2-온과 1,2,4-디티아졸-3-온의 3가인 화합물과의 탈황반응에 관한 연구)

  • Dong Young Oh;Chung Ryeol Kim
    • Journal of the Korean Chemical Society
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    • v.27 no.5
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    • pp.368-375
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    • 1983
  • The reactions of various 5-aryl-1,3,4-oxathiazol-2-ones with triethylphosphite resulted in the formation of the corresponding benzonitriles and ethylphosphorothioate by desulfurization reaction in 66∼94% yields. 5-(4-Nitrophenyl)-1,3,4-oxathiazol-2-one was also reacted with trimethylphosphite, triethylphosphine, and triphenylphosphine to give 4-nitrobenzonitrile. But it did not react with triphenylphosphate. The reactions of 5-(4-bromophenyl)-1,2,4-dithiazol-3-one with triphenylphosphine resulted in the formation of 4-bromothiobenzoyl isocyanate and triphenylphosphine thioxide. The thioacyl isocyanate was fragmented into nitrile in ether but was stable in chloroform. This desulfurization reaction observed in each reaction may proceed by the intramolecular rearrangement after insertion of the phosphorus compound into the ring. The stable thioacyl isocyanate in chloroform reacted with imine to give 1,3,5-thiadiazin-4-one via 1,4-cycloaddition reaction.

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