• 제목/요약/키워드: quinoline

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크롬(VI)-퀴놀린 화합물에 의한 알코올류의 산화반응에 대한 반응속도론적 연구 (Kinetic Study on the Oxidation Reaction of Alcohols by Cr(VI)-Quinoline Compound)

  • 박영조;김수종
    • 융합정보논문지
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    • 제11권9호
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    • pp.109-114
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    • 2021
  • 유기공업 화학에서 알코올류의 산화제에 대해 연구가 많이 진행 되고 있으며, 그중에서도 크롬(VI)-계열의 시약들이 산화제로 널리 이용되어 왔다. 그리고 일차알코올을 알데히드로만 산화시키는 산화제와 메카니즘 규명이 필요하게 되었다. 이러한 연구의 일환으로 본 연구에서는 퀴놀린과 chromium(VI) trioxide을 반응시켜 크롬(VI)-퀴놀린 화합물[(C9H7NH)2Cr2O7]을 합성하여, FT-IR 및 원소분석에서 구조를 확인하였다. 여러 가지 유기용매를 사용하여 크롬(VI)-퀴놀린 화합물에 의한 벤질 알코올의 산화반응은 유전상수 값이 큰 유기용매인 N,N'-dimethylformamide에서 높은 산화반응성을 보였다. N,N'-dimethylformamide 용매를 사용하여 크롬(VI)-퀴놀린 화합물은 치환 벤질 알코올류를 효율적으로 산화시켰고, Hammett 반응상수(ρ)=-0.69(303 K) 이였다. 본 실험에서 알코올의 산화반응 과정은 chromate ester 형성과정과, 속도결정단계에서 수소화 전이가 일어나는 반응경로임을 알 수 있었다. 결과적으로 크롬(VI)-퀴놀린 화합물은 벤질알코올, 알릴알코올, 일차알코올 및 이차알코올류를 알데히드나 케톤으로 전환시키는 효율적인 산화제로, 이차알코올류 존재 하에서 벤질알코올, 알릴알코올, 일차알코올의 선택적인 산화제로 사용할 수 있다.

One Pot Synthesis of Substituted [1,2,4]-Triazolo [1',2':1,2]pyrimido [6,5-b]-quinoline and Its Antibacterial Activity

  • Joshi, Ratnadeep S.;Mandhane, Priyanka G.;Chate, Asha V.;Khan, Wajid;Gill, Charansingh H.
    • Bulletin of the Korean Chemical Society
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    • 제31권8호
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    • pp.2341-2344
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    • 2010
  • A convenient synthesis of substituted [1,2,4]-triazolo [1',2':1,2]pyrimido[6,5-b]-quinoline 4(a-i) from substituted 2-chloroquinoline-3-carbaldehyde 1(a-i) and 4H-1,2,4-triazol-3-amine 2 by using $SiO_2/K_2CO_3$ under microwave irradiation. This method affords the [1,2,4]-Triazolo [1',2':1,2]pyrimido[6,5-b]-quinoline 4(a-i) under the influence of microwave irradiation in solvent-free conditions within short span (12 - 20 min), & gaves excellent yields (89 - 95%). All the synthesized compounds were further screened for their antibacterial activities. Some of our compounds showed excellent antibacterial activities against control drugs.

Synthesis of 8-Alkoxy-4,5-dihydro-[1,2,4]triazole[4,3-a]quinoline-1-ones and Evaluation of their Anticonvulsant Properties

  • Sun, Xian-Yu;Jin, Yun-Zhe;Li, Fu-Nan;Li, Gao;Chai, Kyu-Yun;Quan, Zhe-Shan
    • Archives of Pharmacal Research
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    • 제29권12호
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    • pp.1080-1085
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    • 2006
  • A series of 8-alkoxy-4,5-dihydro-[1,2,4]triazole[4,3-a]quinoline-1-one derivatives were synthesized using 7-hydroxy-3,4-dihydro-2(1H)-quinolone as the starting material. Their anticonvulsant activities were evaluated by the maximal electroshock test (MES) and the subcutaneous pentylenetetrazole test (sc-PTZ), and their neurotoxicities were measured by the rotarod neurotoxicity test (Tox). The tests demonstrated that 8-hexyloxy-4,5-dihydro-[1.2.4]triazole[4.3-a]quinoline-1-one (4e) and 8-heptyloxy-4,5-dihydro-[1,2,4]triazole[4, 3-a]quinoline-1-one (4f) were the most potent anticonvulsants, with 4e having $ED_{50}$ values of 17.17 mg/kg and 24.55 mg/kg and protective index ($PI=TD_{50}/ED_{50}$) values of 41.9 and 29.3 in the MES and sc-PTZ tests, respectively, and 4f having $ED_{50}$ values of 19.7 mg/kg and 21.2 mg/kg and PI values of 36.5 and 33.9 in the MES and sc-PTZ tests, respectively. The PI values of 4e and 4f were many fold better than that of the marketed drugs phenytoin, carbamazepine, phenobarbital and valproate, which have PI values in the range of 1.6-8.1 in the MES test and <0.22-5.2 in the sc-PTZ test. Structure-activity relationships were also discussed.

Fluorescence Sensing Properties of 2-(2'-Hydroxyphenyl)quinoline and Derivatives

  • Helal, Aasif;Lee, Sang-Hoon;Ren, Wen Xiu;Cho, Chan-Sik;Kim, Hong-Seok
    • Bulletin of the Korean Chemical Society
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    • 제32권5호
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    • pp.1599-1603
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    • 2011
  • Novel chemosensors based on 2-(2'-hydroxyphenyl)quinoline were prepared and evaluated for sensing metal cations. The photophysical properties of chemosensors 1-3 were examined and their ion-selectivity was evaluated by measuring their fluorescent emission responses to alkali, alkaline earth, and transition metal ions. Chemosensors 1, 2 and 3 show ratiometric and enhanced fluorescence changes with transitional metals that are efficient fluorescence quenchers, especially 3 has a high binding constant with $Hg^{+2}$ in $CH_3CN$.

Optimization of the Reaction Conditions for Synthesis of 3-(Aryloxy)quinoline Derivatives via Friedländer's Cyclization Reaction

  • Khan, Mohammad Ashrafuddin;El-Gamal, Mohammed I.;Oh, Chang-Hyun
    • Bulletin of the Korean Chemical Society
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    • 제34권6호
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    • pp.1848-1852
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    • 2013
  • 6,7-Dimethoxy-2-methyl-3-(4-nitrophenoxy)quinoline was synthesized by Friedl$\ddot{a}$nder's cyclization reaction. Different bases and solvents were tested in order to optimize the reaction conditions. The highest yields were obtained using piperidine in refluxing ethanol. Further reactions were carried out in order to prepare different diarylamide and diarylurea derivatives in moderate to high yields in order to examine their anticancer activities.

분광광도법에 의한 8-(p-Ethylbenzenesulfonamido) quinoline과 구리와의 착물에 관한 연구 (Spectrophotometric Study on the Complex of the Copper by 8-(p-Ethylbenzenesulfonamido) quinoline)

  • 이흥낙;박영규;이철희
    • 대한화학회지
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    • 제15권6호
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    • pp.378-384
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    • 1971
  • A new analytical reagent 8-(p-ethylbenzenesulfonamido)quinoline(EBSQ) has been synthesized, and identified its structure. EBSQ forms copper chloroform-soluble complex in a basic solution (pH = 7.5∼10.5). The other optimum conditions for the spectrophotometric study of Cu-EBSQ have been established at 380 $m{\mu}$. Beer's law is followed in the concentration range of 0~44.5 ${\mu}g$ per 10 ml of chloroform. The composition of complex has been found to be $Cu(EBSQ-H)_2$and the over-all instability constant is calculated to be $1.22{\times}10^{-7}$. The absorption coefficient of the $Cu(EBSQ-H)_2$ complex is ${\varepsilon}$ = 15,800.

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치환 브롬화페나실과 퀴놀린과의 반응에 관한 반응속도론적 연구 (Kinetics and Mechanism for Reactions of Substituted Phenacyl Bromides with Quinoline)

  • 김창석;홍순영
    • 대한화학회지
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    • 제28권4호
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    • pp.265-268
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    • 1984
  • 9종류의 m-또는 p-치환 phenacyl bromide와 quinoline을 같은 몰 비로 메탄올 용매하에서 반응시켜 반응속도를 전기 전도도법으로 측정하였다. 이들 반응은 $S_N2$과정에서 따라 진행하며 전자 주는 기나 전자 끄는 기가 모두 반응속도를 촉진하였으며 이 사실을 설명할 수 있는 반응메카니즘을 제시하였다. 또 이 반응에 수반하는 열역학적 parameter도 구하였다.

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고밀도, 등방성 탄소의 제조에 관한 연구 (Preparation of Isotropic Carbon with High Density)

  • 오종기;이선우;박광원
    • 한국세라믹학회지
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    • 제28권11호
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    • pp.908-916
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    • 1991
  • The characteristics of the carbonized and calcined products made from coal tar pitch coke and coal tar pitch, were investigated in the aspect of the manufacture of isotropic graphite with high density. The mesophase from the pitch was rapidly formed at higher heat-treatment temperature between 410$^{\circ}C$ and 450$^{\circ}C$, where the insolubes in the pitch accelerated the rate of nucleation and growth of the mesophase. The benzene insolubles and the quinoline insolubes were increased as the heat treatment temperature and the heat-treatment time increased. The ratio of benzene insolubles and quinoline solubles (BI/QS) was decreased as the heat-treatment temperature was higher and maintained to be nearly constant regardless of heat-treatment time at fixed heat treatment temperature. The bulk density of the calcined carbon was linearly proportional to the ratio of quinoline solubes to volatile matter in the green coke. Anisotropic ratio of electrical resistance was measured to be between 0.98 and 1.10.

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Novel Organic Sensitizers with a Quinoline Unit for Efficient Dye-sensitized Solar Cells

  • Choi, Hye-Ju;Choi, Hyun-Bong;Paek, Sang-Hyun;Song, Ki-Hyung;Kang, Moon-Sung;Ko, Jae-Jung
    • Bulletin of the Korean Chemical Society
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    • 제31권1호
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    • pp.125-132
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    • 2010
  • Three organic sensitizers, JK-128, JK-129, and JK-130 containing quinoline unit are designed and synthesized. Under standard global AM 1.5 solar condition, the JK-130 sensitized solar cell gave a short circuit photocurrent density of 11.52 mA $cm^{-2}$, an open circuit voltage of 0.70 V, and a fill factor of 0.75, corresponding to an overall conversion efficiency of 6.07%. We found that the $\eta$ of JK-130 was higher than those of other two cells due to the higher photocurrent. The higher $J_{sc}$ value is attributed to the broad and intense absorption spectrum of JK-130.