• Title/Summary/Keyword: chloranil

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Photochemical Rearrangement of Chloranil

  • Kim, Sung-Sik;Yoo, Dong-Yeol;Cho, In-Ho;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.296-298
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    • 1987
  • Irradiation of a solution of chloranil and cycloheptatriene, or 1,3-cyclohexadiene, in dichloromethane yielded unexpected photorearrangement products as the major product, while chloranil with cyclohexene gave the photorearrangement product as well as 1 : 1 adduct.

The Synthesis of Novel Mono(alkoxy)-, Tris(thio)- and Tetrakis(thio)-Substituted Quinones from the Reactions of p-Chloranil with Various S-Nucleophiles

  • Ibis, Cemil;Yildiz, Mahmut;Sayil, Cigdem
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2381-2386
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    • 2009
  • The tetrakis(thio)-substituted-1,4-benzoquinone products 4a-e, 6, 7, and the mono(alkoxy)-tris(thio)-substituted-1,4- benzoquinone products 5a-e and 8a-e were synthesized from the reactions of p-chloranil with some thiols and mixture of two different thiol compounds in alcohol in the presence of $Na_2CO_3$ at room temperature. The structures of the novel S,S,S,S- and S,S,S,O- substituted products, which were obtained by the reactions of p-chloranil as a starting compound with n-propanethiol, n-pentanethiol, n-decanethiol, n-dodecanethiol, 2-methyl-2-propanethiol, and mixture of n-decanethiol and n-cyclohexanethiol as S-nucleophiles, were characterized by spectroscopic methods.

The Determination of Enoxacin with p-Quinone Derivatives (파라퀴논 유도체와의 전하이동착물 형성을 이용한 에녹사신 정량)

  • 이지연;김동오;남수자;정문모;허문회;안문규
    • YAKHAK HOEJI
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    • v.43 no.4
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    • pp.437-441
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    • 1999
  • Enoxacin[1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-\piperazinyl)-1,8-naphthyridine-3-carboxylic acid, ENX] is a new quinolone antibacterial agent. The method is based on the highly colored charge-transfer complex formation of this drug as a $\pi$-electron donor with 7,7,8,8-tetracyanoquinodimethane(TCNQ) or chloranil(CL) as $\pi$-acceptors. The colored products were measured spectrophotometrically at 842 nm and 552 nm for TCNQ and CL, respectively. The different experimental conditions are optimized. The linearities for TCNQ and CL were $1.6{\;}\mu\textrm{g}/mL~32{\;}\mu\textrm{g}/mL$ and $6.4{\;}\mu\textrm{g}/mL~160{\;}\mu\textrm{g}/mL$, respectively and colors were produced in non-aqueous media. This report describes a simple and ra\pid method for the analysis of enoxacin.

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Catalytic Cyclopolymerization and Copolymerization of Diethyl Dipropargylmalonate by (toluene)Mo$(CO)_3

  • Jeon, Sang Jin;Sim, Sang Cheol;Jo, Chan Sik;Kim, Tae Jeong;Gal, Yeong Sun
    • Bulletin of the Korean Chemical Society
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    • v.21 no.10
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    • pp.1044-1046
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    • 2000
  • Catalytic copolymerization of diethyl dipropargylmalonate (DEDPM) and phenylacetylene (PA) by Mo(CO)6 and (toluene) Mo(CO)3/chloranil has resulted in the expected copolymer consiting of a polyene backbone with five-and/or six-membered rings and th e PPA structure. Both complexes exhibited not only varying degree of catalytic activity depending upon the relative mole ratio of two monomers but also characterize the types of coploymers. The former yields the polyene backbone containing only five-membered rings as well as PA while the latter produces the polymers consisting of both five-and six-membered ring structure. Comparative studies show that Mo(CO)6 exhibits reactivity toward DEDPM alone, thus catalyzing initially metathesis cyclopoly-merization of DEDPM followed by copolymerization with PA while the (toluene)Mo(CO)3/chloranil system shows affinity for both PA and DEDPM.

A Study on Charge-Transfer Complexes of Naphthalene and Derivatives of Naphthalene with Chloranil (나프탈렌 및 그 유도체들과 클로라닐의 전하이동 착물에 관한 연구)

  • Jung-Dae Moon;Chun-Hag Jang
    • Journal of the Korean Chemical Society
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    • v.37 no.3
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    • pp.335-343
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    • 1993
  • The maximum absorption wavelengths of charge-transfer complexes of naphthalene, ${\alpha}-and{\beta}-methyl$ naphthalene and 1,2-, 2,3-and 2,6-dimethyl naphthalene with chloranil have been measured with a UV spectrophotometer in ethylene chloride, methylene chloride, and chloroform at 10, 15, 20, and 25$^{\circ}C$. This absorption band was interpreted as the charge transfer band of a 1 : 1 molecular complex, and the maximum absorption wavelength was changed as a function of solvent and temperature. Their formation constants (K$_f$) were decreased with the polarity of solvent and the increase of temperature. Thus, the influences of solvent and temperature on the formation constant have been discussed as consideration of thermodynamic properties, and the electronic and steric effects of electron donors on formation constant have been also discussed.

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Reactions with Maleimides VII: Synthesis of Several New Pyrazolonyl-pyrrolidino[3,4-d]pyrazoline and Pyrazolonyl-pyrolo [3,4-d]pyrazole Derivatives

  • Ghabrial, Sami-S.
    • Archives of Pharmacal Research
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    • v.13 no.4
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    • pp.338-341
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    • 1990
  • Several new pyrazoloyl-pyrrolidino[3, 4-d]pyrazolidines and pyrazolonyl-pyrrolo[3, 4-d] pyrazoles were synthesised via the reaction of N-arylaleimides with the phynylhydrazones of 3-methyl-4-formyl-2-pyrazoline-5-one and 1-phenyl-3-methyl-4-formyl-pyrazolin-5-one and treating of the resulting adducts with chloranil. Structures were based on elemental analyses and spectral data.

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A Study on Charge Transfer Complexes of 1,2,3,4-Tetrahydrocarbazole and Some Derivatives with Chloranil (1,2,3,4-테트라하이드로카바졸 및 그 유도체들과 클로라닐의 전하이동 착물에 관한 연구)

  • Seong-Bae Moon;Jung-Dae Moon
    • Journal of the Korean Chemical Society
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    • v.37 no.11
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    • pp.929-936
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    • 1993
  • Charge transfer complexes of some electron donors with one electron acceptor have been studied to investigate the maximum absorption wavelength and absorbance by UV-Vis spectrometer in three kinds of solvents, such as ethylene chloride, methylene chloride, and chloroform, at the temperature ranges of 16∼25$^{\circ}$C. 1,2,3,4-Tetrahydrocarbazole (THC), 2-methyl, 3-methyl, and 3-ethyl THC were selected as electron donors while chloranil was used as an electron acceptor in this study. It is found that these complexes forms 1 : 1 complexes, and their maximum absorbance and formation constants decreases with respect to the function of the polarity of solvent and temperature. The polarity of solvents and the temperature have been influenced on the formation constants, which were described using the thermodynamic properties. Moreover, the electronic and steric effects of electron donors have also been effects.

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Heterocyclic Systems Containing Bridgehead Nitrogen Atom:Synthesis and Evaluation of Biological Activity of Imidazo[2,1-b]-1,3,4-thiadiazolo [2,3-c]-s-triazoles, s-Triazolo[3,4-b]-1,3,4-thiadiazolo[3,2-b]imidazo[4,5-b]quinoxaline and bis-(s-Triazolo[3,4-b]-1,3,4-thiadiazolo[3,2-b][imidazo[4,5-b]-cyclohexane]-5a,6a-diene)

  • Kumar, Parvin;Kuamr, Ashwani;Mohan, Late Jag;Makrandi, J.K.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3304-3308
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    • 2010
  • Condensation of 4-amino-5-mercapto-3-($\alpha$-naphthyl)-s-triazole (1) with cyanogen bromide gives 6-amino-3-($\alpha$-naphthyl)-s-triazolo[3,4-b]-1,3,4-thiadiazole (2) which on condensation with chloranil yields 3,9-di-($\alpha$-naphthyl)-6,14-dioxo-bis-(s-triazolo[3,4-b]-1,3,4-thiadiazolo[3,2-b]imidazo[4,5-b]cyclohexane]-5a,6a-diene) (3). 3-($\alpha$-naphthyl)-s-triazolo[3,4-b]-1,3,4-thiadiazolo[3,2-b]imidazo[4,5-b]quinoxaline (4) is obtained by a similar condensation of (2) with 2,3-dichloroquinoxaline. The reaction of (2) with $\alpha$-haloketones followed by bromination affords 7-aryl-3-($\alpha$-naphthyl)-imidazo[2,1-b]-1,3,4-thiadiazolo[2,3-c]-s-triazoles (5) and their 6-bromo analogues 6 respectively. The structures of all newly synthesized compounds were established on the basis of elemental analyses, IR, $^1H$-NMR. The antibacterial and antifungal activities of all newly synthesized compounds have also been evaluated.

Studies of Morphological Properties and Pyrrolizidine Alkaloids Analysis of Comfrey Cultivating in Korea (국내산 컴프리의 형태학적 특성 및 Pyrrolizidine Alkaloids 분석)

  • 김희연;홍진환;김동술;한상배;이은주;강길진;육창수;박종희;배기환
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.32 no.6
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    • pp.790-794
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    • 2003
  • This study was carried out to investigate the morphological properties and pyrrolizidine alkaloids of comfrey cultivating in Korea. 12 comfrey samples cultivation in Korea was selected and their appearance (whole plant, leaves, root etc.) were observed by expert and microscopy for morphological analysis. It is confirmed that their species are Symphytum officinale Linnaeus. Samples were extracted by hot MeOH and ultra-sonification. Their extracts contained pyrrolizidine alkaloids, which was identified by TLC analysis. By spraying thin-layer chromatograms of pyrrolizidine alkaloids stable purple spots were developed. But the extracts of chicory, pumpkin and sesame leaves did not show any purple spots. Same HPLC pattern were displayed at about 30 min of retention show peaks an one and the same time.