• Title/Summary/Keyword: Carboxylic acid chloride

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Synthesis of ω-formal Carboxylic Acid by Ozone Oxidation of Cycloolefins (시클로올레핀류의 오존 산화 반응에 의한 ω-formyl Carboxylic Acid의 합성)

  • Kim, Bong M.;Yang, Hyun S.
    • Applied Chemistry for Engineering
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    • v.5 no.4
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    • pp.646-656
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    • 1994
  • The ${\omega}$-formyl carboxylic acid was produced by ozone oxidation of cycloolefins in the presence of pyridine and its production yield was examined by varying temperature and solvent. As the reaction temperature increased, the yield of ${\alpha}$, ${\omega}$-dicarboxylic acid increased whereas that of ${\alpha}$, ${\omega}$-dialdehyde decreased. As the polarity of solvent increased, a higher yield of desired ${\omega}$-formyl carboxylic acid was obtained, whereas the yield of unwanted polymeric ozonide decreased. The yields of ${\omega}$-formyl carboxylic acid from ozone oxidation of cyclohexene, cyclooctene and cyclododecene at $0^{\circ}C$ and in methylene chloride solvent were 59.30%, 55.20%, and 36.72%, respectively.

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Synthesis and Screening of Some Novel 2-[5-(Substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles as Potential Antimicrobial Agents

  • Gadegoni, Hemalatha;Manda, Sarangapani;Rangu, Shivaprasad
    • Journal of the Korean Chemical Society
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    • v.57 no.2
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    • pp.221-226
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    • 2013
  • A series of some novel 2-[5-(substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles were synthesized by using benzoxazole-2-carboxylic acid on reaction with thionyl chloride in presence of ethanol solvent at room temperature gave benzoxazole-2-carbonyl chloride, which is turned into benzoxazole-2-carboxylic acid hydrazide on reaction with hydrazine hydrate in ethanol solvent under reflux. The subsequent treatment of benzoxazole-2-carboxylic acid hydrazide with an appropriate aromatic carboxylic acid in presence of polyphosparic acid under reflux afforded the title compounds. The chemical structures of the newly synthesized compounds were elucidated by their IR, $^1H$ NMR and Mass spectral data analysis. Further the compounds are used to find out their ability towards anti microbial and nematicidal activity.

Dialkylaminomethylation of 1,4-Dihydropyridine (1,4-Dihydropyridine의 Dialkylaminomethyl화 유도체의 합성)

  • Suh, Jung-Jin;Hong, You-Hwa
    • YAKHAK HOEJI
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    • v.33 no.5
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    • pp.280-284
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    • 1989
  • When 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester(3) was reacted with dimethyl methylene ammonium chloride (5a) and $K_2CO_3$ in DMF, 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-dimethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6a) was obtained in 41% yield. As the same procedure with compound (3) and the other dialkylaminomethylating reagents (5b, c, d, e), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-diethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methylester(6b), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-pyrrolidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6c), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-piperidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6d) and 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-morpholinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6e) were obtained in 28%, 49%, 48% and 18% yield respectively.

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새로운 Quinolone 항균제 개발 연구

  • 함원훈
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1993.04a
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    • pp.118-118
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    • 1993
  • 퀴놀론 모핵의 합성은 기존에 알려진 합성 방법인 Could-Jacobs방법과 Bayer방법에 의해서 Intermediate로 사용된 7-chloro-1-ethyl-6-fluoro-1, 4-dihydro-4-oxoquinoline-3-carboxylic acid와 1-cyclopropyl-7-chloro-6-Fluoro-1,4-dihydro-4-oxoquinolne-3-carboxylic acid를 합성하였다. Heteroaromatic tin compound는 furan, thiophene, 3-bromopyridine, 2-fluoropyridine에 n-BuLi을 사용하여 metallation 한후 electrophile로 tributyltin chloride를 사용하여 2-tributylstannofuran, 2-tributylst-annothiophene, 3-tributylstannopyridine, 2- fluoro-2-tributylstannop-yridine을 합성할 수 있었다. 이상의 Intermediate와 tin compounds를 p-alladium 촉매하에서 반응시켜 1-ethyl-7-(2-furanyl)-6-fluoro-1,4-dihy-dro-4-oxo-3-quinoline-carboxylic acid (compound 3), 1-ethyl-7-(2-th-iophenyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinol in carboxylic acid(compound 5), 1-ethyl-7-(3-pyridinyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (compound 7), 1-ethyl-7-(2-fluoro-3-pyrid-nyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (compound 9), 1-cyclopropyl-7-(2-furanyl) -6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (compound 4), 1-cyclopropyl-7-(2-thiophenyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (compound 6) ,1-cyclopropyl-7-(3-pyridinyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (compound 8), 1-cyclopropyl-7-(2-fluoro-3-pyridinyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (compound 10)를 합성하였다.

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Synthesis and Surface Activities of Perfluoro Hetero Type compounds (헤테로형 불소계 소화약제의 물리적 특성에 관한 연구)

  • 이승열;박노춘
    • Journal of the Korean Society of Safety
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    • v.13 no.1
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    • pp.64-69
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    • 1998
  • Three kinds of N-fluoroacyl carboxy pyridinium chlorides were synthesized by the reaction of pyridine-carboxylic acid such as pyridine-2-carboxylic, pyridine-3-carboxylic and pyridine-4-carboxylic acid with long chain perfluoroacyl chloride. The surface chemical properties including surface tension, foaming power, foam stability, effectiveness of wettability and solubilizing effect were measured. These compounds showed good surface activities as emulsifying agent, solubilizing agent and fire-fighting agent.

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A Facile Reduction of Acid Anhydrides with Borane in the Presence of Lithium Chloride in Tetrahydrofuran

  • Yoon, Nung-Min;Lee, Whee-Seong
    • Bulletin of the Korean Chemical Society
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    • v.7 no.4
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    • pp.296-298
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    • 1986
  • Carboxylic acid anhydrides are rapidly reduced with borane-lithium chloride (1:0.1) system to give corresponding alcohols (diols in the case of cyclic anhydride) quantitatively in tetrahydrofuran at room temperature. This reagent tolerates aromatic acid ester, nitro, and halide functional groups, however competitively reduces aliphatic ester and nitrile groups.

Synthesis and Analysis of 6,6-dichlorobicyclo[3, 1, 0]hexane-3-carboxylic acid (6,6-Dichlorobicyclo[3, 1, 0]hexane-3-carboxylic acid의 합성과 분석)

  • Lee, Kwang-Soo;Yang, Jae-Kun
    • Analytical Science and Technology
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    • v.14 no.1
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    • pp.1-7
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    • 2001
  • 6,6-Dichlorobicyclo[3, 1, 0]hexane-3carboxylic acid was synthesized by dichlorocarbene addition into 3-cyclopentenecarboxylic acid using BTEA.Cl as phase transfer catalyst. $^1H$ NMR $^{13}C$ NMR data analyst showed that this compound had boat-like conformation and carboxyl group existed as trans form.

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