• Title/Summary/Keyword: triazines

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Synthesis of 1-Aryl-2-mercapto-4-aryl-1,6-dihydro-1,3,5-triaszine-6-thione and their Latentiation Products as Antithyroidal Agent

  • Methrotra, S.;Roychowdhury, P.K.;Pandey, K.K.;Srivastava, P.K.
    • Archives of Pharmacal Research
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    • v.18 no.5
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    • pp.356-360
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    • 1995
  • Two new 1-aryl-2-benzylmercapto-4-aryl-1,6-dihydro-1,3,5-triazine-6-thiones hvae been synthesized by known methods (Coerdeler et al., 1967). These triazines on treatment with thiourea as dealkylating agent, in acidic medium afforded the corresponding 1-ary-2-mercapto-4-aryl-1,6-dihydro-1,3,5-triazine-6-thione which on further reaction with different ${\alpha},{\;}{\beta}-unstaturated$ carbonyl compounds and aryl-cyanamide ydrochloride affordered the related adducts. Some of these compounds show appreciable antithyroidal activity.

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Synthesis and Reactions of New Thienopyridines, Pyridothieniopyrimidines and Pyridothienotriazines

  • Bakhite, E.A.;Abdel Rahman, A.E.;Mohamed, O.S.;Thabet, E.A.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.12
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    • pp.1709-1714
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    • 2002
  • 4-Aryl-3-cyano-6-(2'-thienyl)-pyridine-2(1H)-thiones(1a-c) were reacted with phenacyl bromide, chloro-N-arylacetanmides or 2-chloroacetylaminopyridine to furnish 2-functionalized 3-amino-4-aryl-6-(2'-thienyl)-thieno[2,3-b]pyridines 4a-c and 5a-c or 5d respecitively. The compounds 5a-d underwent different sequence of reactions to produce a variety of thienylpyridothienopyrimidines and, thienylpyridothienotriazines. Some of the prepared compounds were tested in vitro for their antimicrobial activities.

Synthetic Studies on Fused Nitrogen-heterocycles from N-Amino-N,N '-dihydrodiazinediones (II). Condensation of N-Amino-N,N '-dihydrodiazinediones with ${\alpha},{\beta}$-Unsaturated Carbonyl Compounds

  • Sung Chul Shin;Kyung Ho Kang;Youn Young Lee;Yang Mo Goo
    • Bulletin of the Korean Chemical Society
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    • v.11 no.1
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    • pp.22-25
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    • 1990
  • The condensation of 1-amino-1,2-dihydro-3,6-pyridazinedione (1) and 2-amino-2,3-dihydro-1,4-phthalazinedione (2) with mesityl oxide or 3-penten-2-one in acetic acid-ethanol (1:1) gave 3,4,6,9-tetrahydro-6,9-dioxopyridazino[1,2-a][1,2, 3]triazines (9,11) and 3,4,6,11-tetrahydro-6,11-dioxo[1,2,3]triazino[1,2- b]phthalazines (10,12), respectively. The condensation of 1 and 2 with crotonaldehyde, cinnamaldehyde or acrylaldehyde under the same reaction condition gave only N-alkylidene derivatlives (3-8). When the N-alkylidene derivatives isolated from the reaction of 1 and 2 with crotonaldehyde and cinnamaldehyde (3-6) were refluxed in acetic acid, the corresponding heterocyclic compounds (13-16) were obtained.

Preconcentration and Detection of Herbicides in Water by Using the On-line SPE-HPLC System and Photochemical Reaction

  • 이승호;이성광;박영훈;김현주;이대운
    • Bulletin of the Korean Chemical Society
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    • v.20 no.10
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    • pp.1165-1171
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    • 1999
  • The analysis of trace herbicides using the on-line SPE-HPLC system and a photochemical reaction was studied. 18 compounds of herbicides including eight triazines, six phenoxy acids and esters, and four other herbicides were examined. The on-line SPE-HPLC system developed for selection of eluting solvent improved chromatographic efficiency. The recoveries of herbicides were higher than 77%. With 100 mL tap water samples, the detection limits for all analytes were in the 0.1-2.3×10-10 M range. Detection was done by a UV or fluorescence spectrometer after photochemical reaction at the end of the column with 2W or 450W mercury lamp. Without a photochemical reaction, all compounds responded to 230 nm UV detector, but phenoxy acids and esters were weakly detected. However, with a photochemical reaction, these compounds were selectively detected at 320 nm wavelength of UV absorption and 400 nm emission of the fluorescence detectors. This method can be used for the analysis of environmental water containing herbicides at trace levels.

Synthetic Studies on Fused Nitrogen-heterocycles from N-Amino-N,N $^\prime$-dihydrodiazinediones (I). Condensation of N-Amino-N,N $^\prime$-dihydrodiazinediones with 1,3-Dicarbonyl Compounds

  • Shin, Sung-Chul;Lee, Youn-Young
    • Bulletin of the Korean Chemical Society
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    • v.9 no.6
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    • pp.359-362
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    • 1988
  • The condensation of 1-amino-1,2-dihydro-3,6-pyridazinedione (1) and 2-amino-2,3-dihydro-1,4-phthalazinedione (2) with 1,3-diketones or 1,3-dialdehydes in polyphosphoric acid gave 6,9-dihydro-6,9-dioxopyridazino [1,2-a][1,2,3]triazines (3-6) and 6,11-dihydro-6,11-dioxo[1,2,3]triazino[1,2-b]phtha lazines (7-10), respectively. The condensation of 2 with 2,4-pentanedione in acetic acid gave N-alkylidene intermediate (11), which was cyclized to 9 by treatment with polyphosphoric acid.

Antimicrobial Assessment of Some Heterocyclic Compounds Utilizing Ethyl 1-Aminotetrazole-5-carboxylate (Ethyl 1-Aminotetrazole-5-carboxylate로부터 유도된 헤테로고리 화합물들의 항균 활성 시험)

  • Taha, Mamdouh A. M.;El-Badry, Susan M.
    • Journal of the Korean Chemical Society
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    • v.54 no.4
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    • pp.414-418
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    • 2010
  • Ethyl 1-aminotetrazole-5-carboxylate (1) reacted with hydrazine hydrate to give the corresponding aminohydrazide 2. Cyclization of 2 by carbon disulfide yielded 1,3,4-oxadiazole-5-thiol structure 3. Reaction of 3 with either chloroacetone or ethyl chloroacetate furnished S-acyl 1,3,4-oxadiazole derivatives 4 and 5, respectively. Also compound 3 reacted with hydrazine hydrate afforded 4-amino-1,2,4-triazole-5-thiol derivative 6. 6-Methyl-1,3,4-triazolo[3,4-b]-1,3,4-thiadiazole structure 7 was synthesized by reaction of aminothiol 6 with glacial acetic acid. Diazotization of 1 with sodium nitrite in presence of hydrochloric acid yielding the diazonium salt which on treating with hippuric acid, oxazolone derivative 8 was obtained. Furthermore, tetrazolo[5,1-f]-1,2,4-triazine 9 was constructed via cyclization of aminoester 1 with formamide. Compound 9 reacted with carbon disulfide to furnish 8-thione derivative 10 which reacting with chloroacetone, ethyl chloroacetate, and hydrazine hydrate, the corresponding chemical structures 11, 12, and 13 were synthesized. 1,2,4-Triazolo[4,3-d]tetrazolo[5,1-f]-1,2,4-triazines 14 and 15 were resulted by treating of compound 13 with triethyl orthoformate, and glacial acetic acid, respectively. The structures of the newly synthesized products were elucidated according to elemental analyses and spectroscopic evidences. Some of the representative members of the prepared compounds were screened for antimicrobial activity.

Quantitative Analysis of Seven Triazine Herbicides by On-Line Micellar Electrokinetic Chromatography-Electrospray Ionization Mass Spectrometry

  • Kang, Seong-Ho;Shin, Dae-Ho;Chang, Yoon-Seok
    • Bulletin of the Korean Chemical Society
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    • v.24 no.9
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    • pp.1319-1323
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    • 2003
  • This paper presents a successful demonstration of the on-line coupling of MEKC (micellar electrokinetic chromatography) to ESIMS (electrospray ionization mass spectrometry) for the quantitative analysis of seven s-triazine herbicides. The on-line MEKC-ESIMS was used to determine the structure of CE-separated peaks of seven triazine herbicides. The mixture of triazine herbicides was separated in a 20 mM sodium borate buffer (pH 8.5) containing 15 mM sodium dodecylsulfate (SDS) by using a bare fused-silica capillary. Electrospray ionization mass spectrometer was operated in the positive-ion mode when the mass spectra of seven triazine herbicides were observed from each peak, and the solution of water-methanol-formic acid (50/49/1 v/v/v) was used as a sheath liquid. The effects of SDS concentration, the run buffer pH, and the electric field on the separation of seven s-triazine herbicides were investigated. The MEKC-ESIMS detection showed 5 to 10 times higher sensitivity compared to the MEKC-UV detection. In addition, it did not need any pretreatment step.

Study the Electrochemical Reduction of Some Triazines in N,N-Dimethylformamide at Glassy Carbon Electrode

  • Fotouhi, L.;Farzinnegad, N.;Heravi, M.M.;Khaleghi, Sh.
    • Bulletin of the Korean Chemical Society
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    • v.24 no.12
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    • pp.1751-1756
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    • 2003
  • An electrochemical study related to the electroreduction of 4-amino-6-methyl-3-thio-1,2,4-triazin-5-one(I), 6-methyl-3-thio-1,2,4-triazin-5-one(II), and 2,4-dimetoxy-6-methyl-1,3,5-triazine(III) in dimethylformamide at glassy carbon electrode has been performed. A variety of electrochemical techniques, such as differential pulse voltammetry (DPV), cyclic voltammetry (CV), chronoamperometry, and coulometry were employed to clarify the mechanism of the electrode process. The compounds I and II with thiol group exhibited similar redox behavior. Both displayed two cathodic peaks, whereas the third compound, III, without thiol group showed only one cathodic peak in the same potential range of the second peak of I and II. The results of this study suggest that in the first step the one electron reduction of thiol produced a disulfide derivative and in the second reduction step the azomethane in the triazine ring was reduced in two electron processes. A reduction mechanism for all three compounds is proposed on this basis. In addition, some numerical constants, such as diffusion constant, transfer coefficient, and rate constant of coupled chemical reaction in the first reduction peak were also reported.

Synthesis and Catalytic Applications of Ruthenium(0) Nanoparticles in Click Chemistry

  • Kumar, Avvaru Praveen;Baek, Min-Wook;Sridhar, Chirumarry;Kumar, Begari Prem;Lee, Yong-Ill
    • Bulletin of the Korean Chemical Society
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    • v.35 no.4
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    • pp.1144-1148
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    • 2014
  • Here we report a facile synthesis of ruthenium (Ru) Nanoparticles (NPs) by chemical co-precipitation method. The calcination of ruthenium hydroxide samples at $500^{\circ}C$ under hydrogen atmosphere lead to the formation of $Ru^0$ NPs. The size and aggregation of Ru NPs depends on the pH of the medium, and type of surfactant and its concentration. The X-ray diffraction (XRD), scanning electron microscope (SEM) and transmission electron microscope image (TEM) analyses of particles indicated the formation of $Ru^0$ NPs, and have 10 to 20 nm sizes. As-synthesized $Ru^0$ NPs are characterized and investigated their catalytic ability in click chemistry (azidealkyne cycloaddition reactions), showing good results in terms of reactivity. Interestingly, small structural differences in triazines influence the catalytic activity of $Ru^0$ nanocatalysts. Click chemistry has recently emerged to become one of the most powerful tools in drug discovery, chemical biology, proteomics, medical sciences and nanotechnology/nanomedicine. In addition, preliminary tests of recycling showed good results with neither loss of activity or significant precipitation.

1,2,4-Triazine Ⅰ ; Tautomerism in Substituted 6-Oxo-1,6-dihydro-1,2,4-triazines (1,2,4-Triazine Ⅰ ; 6-Oxo-1,6-dihydro-1,2,4-triazine 유도체의 Tautomeric 평형에 관한 연구)

  • Jae-Keun Lee;Moo-Duk Park;Dong-Yeob Lee;Woo-Sik Kim
    • Journal of the Korean Chemical Society
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    • v.32 no.4
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    • pp.385-389
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    • 1988
  • Synthesis of 6-oxo-1,6-dihydro-1,2,4-triazine derivatives was tried. The model compounds of the possible tautomers were synthesized. The tautomeric equilibrium of 6-oxo-1,6, dihydro-1,2,4-triazine derivatives was determined by comparing their UV spectra and those of model compounds. 6-oxo-tautomer was exclusively detected in water and alcohol solutions without observation of the expected 6-hydroxy tautomers.

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