• Title/Summary/Keyword: Substituted

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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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Solvent-Free Synthesis of Some1-Acetyl Pyrazoles

  • Thirunarayanan, Ganesamoorthy;Sekar, Krishnamoorthy Guna
    • Journal of the Korean Chemical Society
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    • v.57 no.5
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    • pp.599-605
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    • 2013
  • Some N-acetyl pyrazoles including 1-(3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-$^1H$-pyrazole- 1-yl) ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones like substituted styryl 3,4- dichlorophenyl ketones using hydrazine hydrate and acetic anhydride in presence of catalytic amount of fly-ash: $H_2SO_4$ catalyst. The yield of these N-acetyl pyrazole derivatives are more than 75%. The synthesised N-acetyl pyrazoline derivatives were characterized by their physical constants and spectral data.

Studies on the synthesis of S-trifluoroacetoxy-trihalomethyl mercaptans (S-trifluoroacetoxy-trihalomethyl mercaptan의 형성에 관한 연구)

  • 오동영;김종호
    • YAKHAK HOEJI
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    • v.16 no.2
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    • pp.108-112
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    • 1972
  • S-Trifluoroacetoxy-trihalomethyl mercaptans were prepared by reacting metal salt of trihaloacetic acid with perhalomethyl mercaptans in the closed vessel. And besides, certain decomposed states of these products by heat and U.V. were studied by Infra red, N.M.R., molecular weight determination and chemical analysis methods. The results showed that the more fluorine substituted compounds were more stable than the less fluorine substituted ones.

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Synthesis of 6-Exomethylene Penams Derivatives (6-엑소메칠렌 펜남 유도체의 합성)

  • 임채욱;윤상배;김용현;정미량;임철부
    • YAKHAK HOEJI
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    • v.47 no.5
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    • pp.288-292
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    • 2003
  • The synthesis of new 6-exomethylene penams with substituted triazole ring was described. The 6,6-dibromopenam 5 was reacted with $CH_3$MgBr and substituted triazole 4 to afford the 6-bromo penicillanate 6, which was treated with acetic anhydride to give acetoxy compound 7. The deacetobromination of acetoxy compound 7 with zinc and acetic acid gave 6-exomethylene penams 8, which was oxidized to sulfones 9 by m-CPBA. The p-methoxybenzyl compounds 6∼9 were deprotected by AlCl$_3$ and neutralized to give the sodium salts 10∼13.

Regioselectivity in the Cycloaddition Reactions of t-Butyl Trimethylsilyl Thioketone with 1,3-Butadienes

  • Kang, Kyung-Tae;Park, Chi-Hyo;Yoon, Ung-Chan
    • Bulletin of the Korean Chemical Society
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    • v.13 no.1
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    • pp.41-45
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    • 1992
  • Thermal cycloaddition of t-butyl trimethylsilyl thioketone (1) with 2-substituted dienes such as isoprene and 2-trimethylsilyloxy-1,3-butadiene occurred smoothly at 80${\circ}C$ to afford regioiomeric mixtures of cycloadducts. On the other hand, similar treatment of 1 with 1-substituted dienes such as trans-1,3-pentadiene, 1-methoxy-and 1-acetoxy-1,3-butadiene and Danishefsky's diene afforded a single regioisomeric adduct, respectively. Protodesilylation of the silylated adducts 8 and 11 could also be performed with ease.

Substituted Phenyl 2-Thiophenecarboxylates and Benzoates:Synthesis, NMR Spectra, and Aromaticity Index

  • Lee, Chang Gyu;Yu, Ji Suk;Park, Jong Seok
    • Bulletin of the Korean Chemical Society
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    • v.21 no.1
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    • pp.49-55
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    • 2000
  • A series of m-, and p-substituted phenyl 2-thiophenecarboxylates and benzoates was prepared by the reaction of the corresponding acyl chlorides and phenols. Their $^1H$ and $^{13}C$ NMR chemical shifts were analyzed using single substituent parameter (S SP) and dual substituent parameter (DSP) methods. The relative aromaticity index of thiophene was estimated to be 0.92 from the plot of the chemical shift of the carbonyl carbons of the thienoyl esters against chemical shift of the carbonyl carbons of the benzoyl esters.

The Synthesis of Selectively Substituted p-Acethylcalix[4]arene

  • Kwanghyun No;Mi Sook Hong
    • Bulletin of the Korean Chemical Society
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    • v.11 no.1
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    • pp.58-59
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    • 1990
  • A method is described for the selective functionalization of calix[4]arene at the para positions of the phenyl rings. The diametrically substituted calix[4]arene dimethyl ether 3, obtained from the treatment of calix[4]arene 2 with methyl iodide in the presence of $K_2CO_3$, is converted to the diacetyloxy calix[4]arene dimethyl ether 4. This compound undergoes Fries rearrangement to yield the diametrically p-diacetylcalix[4]arene dimethyl ether 5 in 68% yield.

The Linear Free Energy Relationship in Cinnamonitrile Derivatives

  • Shim, Sang-Chul;Yoon, Suk-Kyoon
    • Bulletin of the Korean Chemical Society
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    • v.2 no.4
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    • pp.147-151
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    • 1981
  • Chemical shift differences of vinyl protons of cis- and trans-cinnamonitrile derivatives are very well correlated with $({\sigma}_I, {\sigma_R^0})$, ${\sigma}_P^+$, and (F, R) (r = 0.9996-0.8946), much better correlation than the case of methyl cinnamates. para-Substituted and trans-cinnamonitrile derivatives have larger resonance contribution than meta-substituted and cis-derivatives.

Structure and Activity of Quinolone Antibacterial Agents. 1. 7-Substituted 1-Ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acids

  • Shin, Youn-Ho;Ryu, Eung K.;Kang, Young-Kee
    • Bulletin of the Korean Chemical Society
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    • v.11 no.5
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    • pp.376-379
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    • 1990
  • To find out a correlation between antibacterial activity and physical properties of 7-substituted 1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, dipole moments, charge distributions, and hydrophobicities were calculated. The atomic charges and the dipole moments to not give any correlations with inhibition of DNA gyrase, but the calculated hydration free energies show some correlations.