• Title/Summary/Keyword: Ethyl chloroformate

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The Synthesis of 6-Fluoroquinolone Carboxamidopenicillin Derivatives (6-Fluoroquinolone Carboxamidopenicillin 유도체의 합성)

  • 임철부;김정주
    • YAKHAK HOEJI
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    • v.31 no.2
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    • pp.92-97
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    • 1987
  • The N-[1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxy] succinimide was reacted with amoxicillin, ampicillin and 6-APA to give 6-[D-(-)-$\alpha$-{1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroguinoline-3-carboxamido} p-hydroxyphanyl acetamido] penicillanic acid [1], 6-[D-(-)-$\alpha$-{1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxamido} phenylacetamido] penicillanic acid [10] and 6-[1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxamido] penicillanic acid [19]. The 1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxylic acids were reacted with ethyl chloroformate for making mixed anhydride; these mixed anhydrides were reacted with amoxicillin, ampilcillin and 6-APA to give 6-[D-(-)-$\alpha$-{1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido} p-hydroxyphenylacetamido] penicillanic acid [2-9], 6-[D-(1)-$\alpha$-{1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido} phenylacetamidod penicillanic acid [11-18] and 6-[1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido] penicillanic acid [20-27].

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Simultaneous Profiling Analysis of Urinary Organic Acids and Amino Acids by Gas Chromatography and Gas Chromatography-Mass Spectrometry for Biochemical Diagnosis of Inherited Metabolic Disorders

  • Paik, Man-Jeong;Lee, Yoon-Suk;Lee, Hong-Jin;Kim, Sook-Za;Kim, Kyoung-Rae
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.234.2-235
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    • 2002
  • An efficient method for the simultaneous profiling analysis of organic acids and amino acids combined with a simple graphic pattern recognition method was developed for more objective diagnosis of organic acidurias and amino acidurias. In this method, extractive ethoxycarbonly (EOC) reaction of amino and sufhydry groups with ethyl chloroformate was followed by methodime (MO) formation of carbonyl group in aqueous solution (omitted)

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Correlation of the Rates of Solvolysis of t-Butyl Fluoroformate Using the Extended Grunwald-Winstein Equation

  • Lee, Yong-Woo;Seong, Mi-Hye;Kyong, Jin Burm;Kevill, Dennis N.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3366-3370
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    • 2010
  • The specific rates of solvolysis of t-butyl fluoroformate (1) have been measured at $40.0^{\circ}C$ in 21 pure and binary solvents. These give a satisfactory correlation over the full range of solvents when the extended Grunwald-Winstein equation, with incorporation of the solvent nucleophilicity and the solvent ionizing power, is applied. The actual values are very similar to those obtained in earlier studies of the solvolyses of isopropyl chloroformate and ethyl chlorothioformate in the more ionizing and least nucleophilic solvents, which are believed to proceed by an ionization pathway. The small negative values for the entropies of activation are consistent with the ionization nature of the proposed rate-determining step. These observations are also compared with those previously reported for the corresponding primary and secondary alkyl haloformate esters.

Synthesis and antimickrobial activity of benzofuran-carboxamide derivatives

  • Hishmat, O.H.;Nasef, A.M.;El-Naem, Sh.I.A.;Shalaby, A.M.
    • Archives of Pharmacal Research
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    • v.12 no.4
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    • pp.259-262
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    • 1989
  • The reaction of the sodium salts of 4-methoxy and 4, 7-dimethoxy 6-hydroxy benzofuran-5-carboxylic acid with ethyl chloroformate yields the corresponding dicarbethoxy derivatives. The N-substituted amides were obtained by treating the latter compounds with amines. The corresponding hydrazides were synthesized by the reaction of hydrazine hydrate on the dicarbethoxy derivatives which spontaneously cyclized to 5-substituted-2, 3- dihydro-1, 3, 4, -oxadiazol-2-one. Also the reaction with phenyl hydrazine has been studied. The dicarbethoxy derivatives and N-substituted amides were tested against Gram positive and Gram negative bacteria in vitro. Most of the compounds posses moderate or slight activity against Gram positive bacteria.

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The Synthesis and Antispectrum of Alkylene Bisthioureido $\beta$-tactam Derivatives of Cefadroxil. (Cefadroxil을 사용한 Alkylene Bisdithioureido $\beta$-Lactam 유도체의 합성 및 항균작용)

  • 이기홍;김돈기;김지한;성동호;유주현
    • Microbiology and Biotechnology Letters
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    • v.17 no.3
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    • pp.193-197
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    • 1989
  • The three new Alkylene bisdithionreido $\beta$-lactam derivatives were synthesized and evaluated for antimicrobial activities. Treatment of cefadroxil.2DMF with alkylene diisothiocyanate which was obtained by the reaction of alkylene diamine with carbon disulfide, sodium hydroxide and ethyl chloroformate afforden alkylene bisdithioureido $\beta$ -lactam derivatiives. The antimicrobial activities of the compounds synthesized were ethylene bisdithioureido $\beta$-lactam derivative lost the sensitivity against Escherichia coli but showed potent antimicrobial activity against $\beta$-lactams Escherichia coli, but, tetramethylene bisdithioureido $\beta$-lactam derivative and hexamethylene bisdithioureido $\beta$ -lactam derivative compounds showed diminished or no antimicrobial activities.

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A Study on Migration of Ethylenediamine and Hexamethylenediamine from Polyamide Utensils (Polyamide 조리기구로부터 Ethylenediamine 및 Hexamethylenediamine의 이행에 관한 연구)

  • Eom, Mi-Ok;Kwak, In-Shin;Yoon, Hae-Jung;Jeon, Dae-Hoon;Choi, Hyun-Chul;Kim, Hyung-Il;Sung, Jun-Hyun;Park, Na-Young;Kim, So-Hee;Lee, Young-Ja
    • Journal of Food Hygiene and Safety
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    • v.25 no.1
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    • pp.36-42
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    • 2010
  • The method for the determination of ethylenediamine (EDA) and hexamethylenediamine (HMDA) in food simulants was developed, and migration amounts of these compounds was monitored for 124 polyamide (PA) utensils. The diurethane derivatives of EDA and HMDA, which produced by reaction with ethyl chloroformate, were analyzed by using gas chromatograph (GC)/flame ionization detector (FID) and GC/mass spectrometer (MS). The developed method was validated with $0.3\;{\mu}g/mL$ of limit of detection (LOD) for EDA and $0.1\;{\mu}g/mL$ of LOD for HMDA, > 0.999 of linearity($r^2$) and > 88% of recovery. The EDA was detected 1.31 and $02.06\;{\mu}g/mL$ for 2 samples in water. The HMDA was detected $0.29\;-\;0.93\;{\mu}g/mL$ for 3 samples in 20% ethanol and $0.26\;-\;0.44\;{\mu}g/mL$ for 10 samples in n-heptane. These migration levels were below the specific migration limits (SML) of $12\;{\mu}g/mL$ and $2.4\;{\mu}g/mL$ for EDA and HMDA established in EU.