• Title/Summary/Keyword: 1-chloro-2

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Hydroxy-Substituted Polyenaminonitrile as a Soluble Precursor for Rigid-Rod Polybenzoxazole

  • Kim, Ji Heung;Lee, Jae Gwan
    • Bulletin of the Korean Chemical Society
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    • v.22 no.9
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    • pp.999-1004
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    • 2001
  • (1-Chloro-2,2-dicyanovinyl)benzene or 1,4-bis(1-chloro-2,2-dicyanovinyl)benzene was reacted with 2-amino-phenol to give the model compound, hydroxy enaminonitrile, which was found to undergo thermal cyclization reaction to form the corresponding benzoxazole. This intramolecular cyclization reaction is expected to occur through nucleophilic attack to electropositive enamine carbon by ortho-hydroxy group on the phenyl ring, which is accompanied by the release of neutral malononitrile through rearrangement. From each bifunctional monomer, o-hydroxy substituted polyenaminonitrile was prepared and characterized as a new precursor polymer for well-known aromatic polybenzoxazole. Also the unusual macrocyclic dimer formation from the 1,4-bis(1-chloro-2,2-dicyanovinyl)benzene and 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane polymerization reaction system was discussed. The thermal cyclization reactions and the properties of polymers were investigated using FT-IR and thermal analysis (DSC & TGA).

Studies on the Behaviors of Some Pesticides in Soils (Part I) -On the Adsorption of Herbicides Atrazine and Alachlor- (토양중에서 농약의 동태에 관한 연구 (제 1 보) -제초제 Atrazine과 Alachlor의 흡착에 대하여-)

  • Lim, Sun-Uk;Lee, Joong-Kil;Han, Ki-Hak
    • Applied Biological Chemistry
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    • v.20 no.3
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    • pp.310-316
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    • 1977
  • The adsorption of 2-Chloro-4-(ethylamino)-6-(isopropylamino)-s-trazine (Atrazine) and 2-Chloro-2' 6' diethyl-N(methoxymethyl)acetanilide(Alachlor) by 21 Korean surface soils is studied and discussed in relation to some properties of soils. 1. Adsorption of Atrazine was correlated posisively with content of clay and organic matter, but negatively with extractable potassium content and sand content. 2. Adsorption of Alachlor was correlated positively with organic matter, caly content and CEC, but negatively with sand content 3. Isothermal adsorpsion of Alachlor was confirmed to the Freundlich eguation.

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Comparative Molecular Field Analyses (CoMFA) Models and Their Selectivity for the Herbicidal Activities of New Novel 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one Derivatives (새로운 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one 유도체들의 제초활성에 관한 비교 분자장 분석 모델과 선택성)

  • Sung, Nack-Do;Song, Jong-Hwan;Kang, Eun-Kyu;Jung, Hoon-Sung
    • Applied Biological Chemistry
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    • v.48 no.4
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    • pp.394-399
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    • 2005
  • The comparative molecular field analyses (CoMFA) models for the herbicidal activities against barnyardgrass (Echinochloa crus-galli) and rice plant (Orysa sativa L.) by the substituent (R) on the hexahydroisoindol-1-one ring in a series of new 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one derivatives were conducted and discussed for selectivity between both plants. The statistical results of the two best models (B2 & R7) showed the best predictability for the herbicidal activities based on the cross-validated value $q_2(r^2cv.=0.529{\sim}0.755)$ and none cross-validated value $({r^2}_{ncv.}=0.937{\sim}0.945)$, respectively. Based on the findings, the predictability and fitness of the model (B2) for barnyard grass was better than that of the model (R7) for rice plant. From the two models and contour maps, it is revealed that the novel selective character for herbicidal activity between the two plants depend on the electrostatic field and steric field for the substituent of ortho-positions on the S-phenyl group as R-substituent in hexahydroisoindol-1-one ring.

Synthesis and Antinociceptive Activity of (5-Chloro-2(3H)-Benzoxazolon-3-yl) Propanamide Derivatives

  • Onkol, Tijen;Sahin, M.Fethi;Yidirim, Engin;Erol, Kevser;Ito, Shigero
    • Archives of Pharmacal Research
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    • v.27 no.11
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    • pp.1086-1092
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    • 2004
  • In this study, (5-chloro-2(3H)-benzoxazolon-3-yl)propanamide derivatives were synthesized. The chemical structures of the compounds were elucidated by their IR and $^1H-NMR$ spectral data and microanalysis. The compounds were tested for anti nociceptive activity by using the tail clip, tail flick, hot plate, and writhing methods. The varying levels of anti nociceptive activity of the compounds were compared with those of dipyrone and aspirin. Among these compounds, compound 5e, 5g, and 5h have been found to be significantly more active than the others and the standards in all the tests.

Synthesis of (E,E)-2,4-Dienols from (E)-$\beta$-Chloro-$\gamma$-hydroxy-vinylmercurials and Olefins by Palladium(Ⅱ) Salt

  • Kim, Jin-Il;Lee, Jong-Tae;Choi, Cheol-Kyu
    • Bulletin of the Korean Chemical Society
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    • v.7 no.3
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    • pp.235-237
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    • 1986
  • Reaction of $(E)-{\beta}-chloro-{\gamma}$-hydroxyvinylmercurials, prepared by mercuration of propargyl alcohol and 2-methyl-3-butyne-2-ol, with olefins in the presence of a catalytic amount of $Li_2PdCl_4$ and 2 equiv of cupric chloride in methanol at $50^{\circ}C$ gave the corresponding (E,E)-2,4-dienols in moderate yields. However, addition of 1 equiv of inorganic bases such as magnesium oxide to the reaction mixture brings a rapid and clean vinylation and gave high yields of the dienols at room temperature. In the case of hindered (E)-2-chloro-3-chloromercuri-2-buten-1,4-diol prepared from 2-butyne-1,4-diol, reaction with olefins gave the dienols only in low yields even in the presence of 2 equiv of magnesium oxide.

Holographic Quantitative Structure-Activity Relationship (HQSAR) Analyses for the Herbicidal Activities of New Novel 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one Derivatives (새로운 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one 유도체들의 제초활성에 관한 분자 홀로그램(H) QSAR)

  • Sung, Nack-Do;Song, Jong-Hwan;Kang, Eun-Kyu;Jung, Hoon-Sung
    • The Korean Journal of Pesticide Science
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    • v.9 no.3
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    • pp.199-204
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    • 2005
  • The herbicidal activities against barnyardgrass (Echinochloa crus-galli) by R-groups on the hexahydroisoindol-1-one ring of new 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl) -3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one derivatives were studied using molecular holographic quantitative structure-activity relationships (HQSAR) methodology. Based on the results, the statistical results of the optimised HQSAR model (I-2) exhibited the best predictability and fitness for the herbicidal activities based on the cross-validated value ($r^2_{cv.}$ or $q^2=0.714$) and non-cross-validated value ($r^2_{ncv.}=0.922$), respectively. From the based graphical analyses of atomic contribution maps, herbicidal activities against barnyardgrass were confirmed depends upon the C4-C6 atoms of hexahydroisoindoline-l-one ring, carbon atom of ortho-position and meta-methyl group of 3-tolylthio substituent (8).

Synthesis of 2(3H)-Benzofuranone Derivatives from Substituted Phenols Using Methyl 2-chloro-2-(methylthio)acetate (메틸 2-클로로-2-(메틸티오)아세트산을 이용한 치환페놀류로부터 2(3H)-벤조푸란온 유도체의 합성)

  • Choi, Hong-Dae;Kim, Mi-Heun;Shin, Sang-Hoon;Son, Byung-Wha
    • YAKHAK HOEJI
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    • v.40 no.6
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    • pp.640-645
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    • 1996
  • 5-Alkyl-2(3H)-benzofuranones(3a-e) were prepared from Friedel-Crafts reaction of 4-alkylphenols with methyl 2-chloro-2-(methylthio)acetae(1) followed by the treatment of zinc du st-acetic acid. The reaction of disubstituted phenols with 1 in the presence of stannic chloride afforded 3-methyltWa-2(3H)-benzofuranone derivatives(11a-c), which were readily converted into 2(3H)-benzofuranone derivatives(12a-c) by desulfurization with zinc dust-acetic acid.

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The Effects for insecticide and synthesis of 5,6,8-trichloro-2,4-di-trichloro methyl benzo-1,3-dioxane (5,6,8-Trichloro-2,4-di-trichloromethyl-benzo-1,3-dioxane의 合成과 殺충能에 관하여)

  • Lee, Dae-Soo
    • Journal of the Korean Chemical Society
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    • v.10 no.2
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    • pp.62-66
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    • 1966
  • An insecticide was obtained from condensation of chloral hydrate with 2,4,5-trichloro phenol. The structure of the insecticide was found to be 5,6,8-trichloro 2,4-di-trichloro methyl benzo 1,3-dioxane. The best conditions of the condensation were as follows: 1) The sulfuric acid concentration; $97{\%}$. 2) The mole ratio of sulfuric acid to 2,4,5-trichloro phenol; 14.2. 3)The mole ratio of chloral hydrate to 2,4,5-trichloro phenol; 2.4. 4) The reaction time & reaction temperature;15hrs & $50-55^{\circ}C$.The insecticidal effects of T. D. B against the Citrus Red Mite and Green Peach Aphid were the same of Mydran.

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