• Title/Summary/Keyword: Triazine

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Synthesis of New Cyanomethyl-1,3,5-triazine Derivatives (새로운 Cyanomethyl-1,3,5-triazine 유도체들의 합성)

  • Kim, Jung Hwan;Kim, Un Ju
    • Journal of the Korean Chemical Society
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    • v.40 no.11
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    • pp.681-685
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    • 1996
  • New 6-cyanomethyl-1,3,5-triazine derivatives 4 containing amino, n-propylamino, isopropylamino and anilino groups at 2-and 4-position on the 6-cyanomethyl-1,3,5-triazine ring were prepared from 6-chloro-l,3,5-triazine derivatives 2' and 3 with tert-butyl cyanoacetate. The derivatives of 6-chloro-l,3,5-triazine 2' and 3 containing amino, n-propylamino, isopropylamino and anilino groups at 2- and 4-position on the 6-chloro-1,3,5-triazine ring were prepared from 2,4,6-trichloro-1,3,5-triazine as well as 4,6-dichloro-1,3,5-triazine derivatives 2 with amine derivatives.

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Synthesis of Pyrimidopyrimidine by Ring Transformation of s-Triazine (s-Triazine의 Ring Transfromation에 의한 Pyrimidopyrimidine의 합성)

  • 정원근;김상기;천문우;김득준
    • YAKHAK HOEJI
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    • v.28 no.2
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    • pp.97-100
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    • 1984
  • We have investigated the feasibility of using cyclic ambident nucleophiles in s-triazine ring transformation reaction and found that they can replace the $N_{1}-C_{2-N_{3}$ fragment of s-triazine directly in basic conditions, yielding the corresponding bicyclic products. In this paper, we described the reaction and mechanistic aspects of s-triazine to pyrimidopyrimidine transformation by 6-aminouracil derivatives. This type of ring transformation is supposed to be first attempt that deals with the successful s-triazine to bicyclic heterocycle transformation.

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Synthesis of New Pyrazolo[5,1-c]triazine, Triazolo[5,1-c]triazine, Triazino[4,3-b]indazole and Benzimidazo[2,1-c]triazine Derivatives Incorporating Chromen-2-one Moiety

  • Khalil, Mohamed A.;Sayed, Samia M.;Raslan, Mohamed A.
    • Journal of the Korean Chemical Society
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    • v.57 no.5
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    • pp.612-617
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    • 2013
  • The versatile, hitherto unreported 3-(4-(2-phenyldiazenyl)-2-oxo-2H-chromen-3-yl)-3-oxopropanenitrile 3 was prepared by two convenient routes: either by the reaction of ethyl 4-(2-phenyldiazenyl)-2-oxo-2H-chromen-3-carboxylate 2 with acetonitrile in the presence of sodium hydride or by treatment of 4-(2-phenyldiazenyl)-3-(2-bromoacetyl)-2H-chromen-2- one 5 with potassium cyanide. Reaction of 3 with heterocyclic diazonium salts 6, 7, 14 and 17 furnished the corresponding hydrazones 8, 9, 15 and 18. The latter hydrazones underwent intramolecular cyclization into the corresponding pyrazolo[5,1- c]-1,2,4-triazine 10, 1,2,4-triazolo[5,1-c]-1,2,4-triazine 11, 1,2,4-triazino[4,3-b]indazole 16 and imidazo[2,1-c]-1,2,4-triazine 19 derivatives, respectively upon refluxing in pyridine.

1,2,4-Triazine III : Synthesis of 1-Methyl-1,2,4-triazinium Iodides and Their Ring Contraction Reaction to 1-Methyl-1,2,4-triazoles (1,2,4-Triazine III : 1,2,4-Triazine 유도체의 Methiodide 염 합성과 이들 염의 고리 축소화반응에 의한 1,2,4-Triazole 유도체 합성)

  • Jae Keun Lee;Ryu Hyang Sun;W. W. Paudler
    • Journal of the Korean Chemical Society
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    • v.33 no.4
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    • pp.419-425
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    • 1989
  • Various 1-methyl-1,2,4-triazinium iodides were easily synthesized by the reaction of various 1,2,4-triazines and methyl iodide in acetone. When methyl iodide salts of 1,2,4-triazine derivatives were treated with $K_3Fd(CN)_6$ in 10% NaOH solution, 1-methyl-1,2,4-triazole derivatives as the main products were obtained by ring contraction. In addition to 1-methyl-1,2,4-triazole derivatives, 1,6-dihydro-6-oxo-1,2,4-triazine derivatives as the minor products were also obtained when there were no substitutents in $C_6$-position of 1,2,4-triazines. The formation of pseudo base by $OH^-$ and then oxidation to either 1,6-dihydro-6-oxo-1,2,4-triazines or 1-methyl-1,2,4-triazoles were suggested as the mechanism of the ring contraction. This mechanism also verified that the position of quaternization was neither $N_2$ nor $N_4$ but 1-nitrogen of 1,2,4-triazine.

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Study on Poly(triazine bissulfide)s Derivatives being the Synthesized Optical Plastic Material (합성한 광학플라스틱 재료인 Poly(triazine bissulfide)s 유도체에 대한 연구)

  • Lee, Y.H.;Lee, D.H.;Kim, J.J.;Ha, T.W.;Cha, J.W.
    • Journal of Korean Ophthalmic Optics Society
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    • v.9 no.2
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    • pp.481-489
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    • 2004
  • Poly(triazine bissulfide)s were synthesized from 6-dibutylamino-1,3,5-triazine-2,4-dithiol with bis(4-chloro-3-nitrophenyl)sulfone in the presence of the phase transfer catalyst, and from m-dibromide xylene and p-dibromide xylene with 6-dibutylamino-1,3,5-triazine-2,4-dithiol in the presence of cetyltrimethyl ammonium bromide at $70^{\circ}C$ for 24h. We could acquire the good results about solubility, thermal property, and molecular weight to make cast film. These results are important as base for the synthesis of functionalization polymer material being optical plastic material. The maximum algebra viscosity was 0.57~1.40dl/g at the temperature more than $50{\sim}60^{\circ}C$.

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Synthesis of 5-Fluorouracil by Ring Transformation of s-Triazine (s-Triazine의 Ring Transformation에 의한 5-FU의 합성)

  • 정원근;정진현
    • YAKHAK HOEJI
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    • v.26 no.1
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    • pp.25-27
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    • 1982
  • We had reported that s-triazine can readily be converted into the corresponding 5-substituted pyrimide. In order to develop new synthetic method of 5-fluorouracil, we tried to replace eliminating fragment, 1, 3-dimethylurea, by fluoroacetamide, which was expected to undergo nucleophilic attack by proton extraction of both .alpha.-hydrogen and aminohydrogen by lithium diisopropylamide (LDA). We found that 5-fluorouracil could be transformed from s-triazine under strong base condition like LDA as well as other 5-substituted pyrimidines.

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Study about Plastic Polymer bearing Triazine Group as Optical Material (광학재료로서 triazine기를 갖는 플라스틱 고분자에 대한 연구)

  • Lee, Yong-Hee;Kim, Jea-Jong;Suh, Myung-Gyo;Lee, Young-Sei
    • Journal of the Korean Society of Industry Convergence
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    • v.6 no.3
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    • pp.171-176
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    • 2003
  • The poly(triazine bissulfide) synthesized from 6-dibutylamino-1,3,5-triazine-2,4-dithiol with bis(4-chloro-3-nitrophenyl) sulfone in the presence of the phase transfer catalyst, the maximum algebra viscosity (0.57 dL/g) is stable at reaction temperature of $60^{\circ}C$ overall. We could not acquire the good result about solubility, thermal property, and molecular weight to make cast film, we made base for the synthesis of functionalization polymer material.

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