• Title/Summary/Keyword: Ethylamine

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Synthesis of -4,9-Dione Derivatives via Intramolecular Cyclization (분자내 고리화반응에 의한 -4,9-Dione 유도체 합성)

  • 신상희;서명은
    • YAKHAK HOEJI
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    • v.35 no.3
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    • pp.231-235
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    • 1991
  • Compounds of the structure of -4,9-dione are known to have an antibacterial activity against Gram-positive bacteria. New kinds of 2-amino-$\alpha$-cyano-$\alpha$-ethoxycarbonyl-niethyl)-1,4-naphthoquino ne was reacted with some alkylamines(methylamine, ethylamine, ethanolarnine, isopropylamine, cyclohexylamine, benzylamine) to yield 2-amino-3-ethoxycarbonyl-N-alkyl-4,9-diones.

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$^1H$ NMR Spectra of Some Amines Coordinated to the Paramagnetic Polyoxometalate, $[SiW_{11}Co^{Ⅱ}O_{39}]^{6-}$

  • 김병안;소현수
    • Bulletin of the Korean Chemical Society
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    • v.20 no.10
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    • pp.1145-1148
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    • 1999
  • 1H NMR spectra of methyl-, ethyl-, propyl-, isopropyl-, butyl-, N-methylethyl-, N-methylpropyl-, and N-methylisopropylamine coordinated to the paramagnetic 11-tungstocobalto(II)silicate anion (SiW11Co) in dimethylsulfoxide-d6 or dimethylformamide-d7 are reported. For these complexes the ligand exchange is slow on the NMR time scale and pure 1H NMR signals have been observed at room temperature. No complex is detected in D2O. From the pseudocontact shifts of the CH2 and CH3 groups in ethylamine the energy of the gauche conformers with respect to the anti conformer is estimated. Two diastereotopic protons in the CH2 group of N-methylethylamine have quite different chemical shifts especially at low temperatures (e.g. 48.5 vs. 19.4 ppm at -10℃). This may be attributed mainly to the different positions of the two protons in the most stable (gauche) conformer.

A Kinetic Study on Ethylaminolysis of Phenyl Y-Substituted-Phenyl Carbonates: Effect of Leaving-Group Substituents on Reactivity and Reaction Mechanism

  • Song, Yoon-Ju;Kim, Min-Young;Um, Ik-Hwan
    • Bulletin of the Korean Chemical Society
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    • v.34 no.6
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    • pp.1722-1726
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    • 2013
  • A kinetic study on nucleophilic substitution reactions of phenyl Y-substituted-phenyl carbonates (5a-5j) with ethylamine in 80 mol % $H_2O$/20 mol % DMSO at $25.0{\pm}0.1^{\circ}C$ is reported. The plots of $k_{obsd}$ vs. [amine] are linear for the reactions of substrates possessing a strong electron-withdrawing group (EWG) but curve upward for those of substrates bearing a weak EWG, indicating that the electronic nature of the substituent Y in the leaving group governs the reaction mechanism. The reactions have been concluded to proceed through a stepwise mechanism with one or two intermediates (a zwitterionic tetrahedral intermediate $T^{\pm}$ and its deprotonated form $T^-$) depending on the nature of the substituent Y. Analysis of Bronsted-type plots and dissection of $k_{obsd}$ into microscopic rate constants have revealed that the reactions of substrates possessing a strong EWG (e.g., 5a-5f) proceed through $T^{\pm}$ with its formation being the rate-determining step, while those of substrates bearing a weak EWG (e.g., 5g-5j) proceed through $T^{\pm}$ and $T^-$.

Synthesis and Antimicrobial Activities of Some New Nitroimidazole Derivatives

  • Benkli, Kadriye;Karaburun, Ahmet-Cagrl;Gundogdu-Karaburun, Nalan;Demirayak, Seref;Guven, Klymet
    • Archives of Pharmacal Research
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    • v.26 no.10
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    • pp.773-777
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    • 2003
  • In this study, some new nitroimidazole derivatives were obtained from 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethylamine dihydrochloride (4) and 1-(2-bromoethyl)-2-methyl-5-nitroimidazole (5), which were prepared using metronidazole. Compound 4 was reacted with arylisothiocyanates (6) to obtain 1-[2-(2-methyl-5-nitroimidazol-1-yl)ethyl]-3-arylthioureas (7) and the latter with $\alpha$-bromoacetophenones (8) to give -3-[2-(2-methyl-5-nitroimidazol-1-yl)ethyl]-2-arylimino-4-aryl-4-thiazolines (9). Also 1-[2-(2-methyl-5-nitroimidazol-1-yl)ethyl]-2-phenyl-4-arylideneimidazolin-5-ones (11) were prepared by reaction of 4 with 2-phenyl-4-arylidene-5-oxazolones (10). The reaction of the other starting material 5 with 5-arylidenethiazolidin-2,4-dione (12) gave 3-[2-(2-methyl-5-nitroimidazol-1-yl)ethyl]-5-arylidenethiazolidin-2,4-dione (13) derivatives. Structural elucidation of the compounds was performed by IR, $^1H-NMR$ and MASS spectroscopic data and elemental analysis results. Antimicrobial activities of the compounds were examined and moderate activity was obtained.

EFFECTS OF AMINES ON COPPER ETCHING WITH H$_2$SO$_4$-$H_2O$$_2$ SYSTEMS

  • Kobayashi, Katsuyoshi;Minami, Naoki;Chiba, Atsushi
    • Journal of the Korean institute of surface engineering
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    • v.32 no.3
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    • pp.377-384
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    • 1999
  • The corrosion of copper in $H_2$$SO_4$ $-H_2$$O_2$ etching solutions with amines was investigated at various flow rates (v). Amine additives give a retardation of $H_2$$O_2$ decompositions, increases in both corrosion rates and etch factor, and a protection of etched copper surfaces. However n-alkylamine additives acted as corrosion inhibitors at v < 10cm/s, those acted as corrosion accelerators at v of 10-220cm/s. The maximum corrosion rate was obtained with about 0.1 molal concentration of additives. Steric effects of substituted groups suppressed the acceleration of copper corrosion. The increases in both corrosion rates and flow rates gave the increase in etch factor. Corrosion rates with n-alkylamine increased in the order of ethylamine < n-propylamine < n-butylamine, those with butylamine isomers tert- < sec- < iso- < n-butylamine, and those with amine additives of different number of substituted groups tri- < di- < mono-n-propylamine, respectively.

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Synthesis of 1,4-Dihydropyridine-5-Formyl Derivatives (1,4-Dihydropyridine-5-Formyl 유도체의 합성)

  • Hong, You-Hwa;Suh, Jung-Jin
    • YAKHAK HOEJI
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    • v.33 no.5
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    • pp.290-295
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    • 1989
  • 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid methyl ester (1) was formylated to 2,6-dimethy-4-(3'-nitrophenyl)-5-formyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (2) in 76% yield. At the elevated temperature, 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-monomethyl ester (3) was also converted into compound 2 in 46% yield. The compound 2 was reduced to 2,6-dimethyl-4-(3'-nitrophenyl)-5-hydroxymethyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (4) in 91% yield. Compound 2 was reacted with triethyl phosphonoacetate to give 2,6-dimethyl-4-(3'-nitrophenyl)-5-(2-ethoxycarbonyl ethenyl)-1,4-dihydropyridine-3-carboxylic acid methyl ester (5) in 50% yield. Reaction between compound 2 and amines (methyl amine, ethylamine, methoxylamine, hydroxyl amine, phenyl hydrazine and 1-amino-4-methyl piperazine) gave six schiff bases 7a, 7b, 7c, 7e, 7f in 81%, 91%, 82%, 81%, 50% and 84% yield, respectively.

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Conformational Analysis of Catecholamines-Raman, High Resolution NMR, and Conformational Energy Calculation Study

  • Park Mi-Kyung;Yoo Hee-Soo;Kang Young Kee;Lee Nam-Soo;Ichiro Hanazaki
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.230-235
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    • 1992
  • The conformational analysis has been done for catecholamines (dopamine, norepinephrine, and epinephrine) in the cationic and di-anionic states. The species responsible for adsorption on silver metal surface is anionic deprotonated at hydroxyl groups of catechol moiety, i.e., di-anionic states of catecholamines. This was deduced from Fourier-transform Raman spectra of sodium salts of catecholamines. High resolution proton NMR (400 MHz) spectra of catecholamines in basic and neutral $D_2O$ solution show that the conformations of norepinephrine and epinephrine in the di-anionic states are preferred in gauche, but not for dopamine in the di-anionic state. However the energy difference between trans and gauche of catecholamines in the protonated cationic states is small enough to rotate freely through C-C bond in ethylamine moiety. The conformational calculations using an empirical potential function and the hydration shell model (a program CONBIO) show consistent with above experimental results. The calculations suggest that the species of catecholamines adsorbed on silver metal surface would be in favor of the gauche conformations.

Leaving-Group Substituent Controls Reactivity and Reaction Mechanism in Aminolysis of Phenyl Y-Substituted-Phenyl Carbonates

  • Kang, Ji-Sun;Song, Yoon-Ju;Um, Ik-Hwan
    • Bulletin of the Korean Chemical Society
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    • v.34 no.7
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    • pp.2023-2028
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    • 2013
  • A kinetic study is reported for the nucleophilic substitution reactions of phenyl Y-substituted-phenyl carbonates (5a-5k) with piperidine in 80 mol % $H_2O$/20 mol % DMSO at $25.0{\pm}0.1^{\circ}C$. The plots of $k_{obsd}$ vs. [piperidine] for the reactions of substrates possessing a strong electron-withdrawing group (EWG) in the leaving group (i.e., 5a-5i) are linear and pass through the origin. In contrast, the plots for the reactions of substrates bearing a weak EWG or no substituent (i.e., 5j or 5k) curve upward, indicating that the electronic nature of the substituent Y in the leaving group governs the reaction mechanism. Thus, it has been suggested that the reactions of 5a-5i proceed through a stepwise mechanism with a zwitterionic tetrahedral intermediate (i.e., $T^{\pm}$) while those of 5j and 5k proceed through a stepwise mechanism with two intermediates (i.e., $T^{\pm}$ and its deprotonated form $T^-$). The slope of the Br${\o}$nsted-type plot for the second-order rate constants (i.e., $k_N$ or $Kk_2$) changes from -0.41 to -1.89 as the leaving-group basicity increases, indicating that a change in the rate-determining step (RDS) occurs. The reactions of 5a-5k with piperidine result in larger $k_1$ values than the corresponding reactions with ethylamine.

An Addition Effect of Amine and Cethyl Trimethyl Ammonium Bromide on Alkali-treatment of Polyester (폴리에스테르직물의 수산화나트륨 처리시 아민과 CTAB의 첨가효과)

  • Lee Jung Soon;Ryu Hyo Seon
    • Journal of the Korean Society of Clothing and Textiles
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    • v.16 no.3 s.43
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    • pp.335-344
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    • 1992
  • This study was conducted to investigate the influence of addition of cetyl trimethyl ammo­nium bromide (CTAB), and amine [ethylamine (EA) or ethylene diamine (EDA)] to aqueous sodium hydroxide (NaOH) solution on polyester alkaline hydrolysis, The experimental vari­ables such as CTAB concentration, EA or EDA concentration, NaOH concentration, tempera­ture and time were compared, and the changes in physical and chemical properties of alkaline­hydrolyzed PET fabrics depending on their treated conditions were measured, The results are as follows: 1. By adding CTAB and amine in aqueous NaOH solution, increasing effect on weight loss of PET fabrics was obtained in simultaneous addition of CTAB and EDA, but not in CTAB and EA. 2. By adding CTAB & EDA simultaneously, increasing effect on weight loss was obtained regardless of EDA concentration, time and temperature, and it was more effective at lower NaOH concentration. :l. The increase of void space (or irregularly grooved surface), of softness, of wickability, of dyeability on PET fabric, and the decrease of tensile strength, of molecular weight were observed according to the weight loss on the PET fabrics. These changes were equal to all alkaline-hydrolyzed PET fabrics regardless of addition of CTAB and amine. l. There was little changes on crystallinity, thermal behavior when PET fiber was treated with ,aqueous NaOH solution with CTAB and EDA. These results supported that increasing effect on weight loss take place without inducing of fine structural change of PET fibers.

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Antifungal activity of extracts from Chamaecyparis obtusa and Pseudotsuga menziesii against Trichoderma spp. (국내산 침엽수 추출물의 Trichoderma spp.에 대한 항균활성)

  • Jung, Ji-Young;Kim, Ji-Woon;Kim, Yeong-Suk;Park, Han-Min;Lee, Byung-Hyun;Choi, Myung-Suk;Yang, Jae-Kyung
    • Journal of agriculture & life science
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    • v.45 no.4
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    • pp.1-11
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    • 2011
  • The aim of this study was development of natural antifungal compounds from softwood. We investigated antifungal activities of extracts from Pseudotsuga menziesii and Chamaecyparis obtusa against Tricholderma genus which is virus causing green mold disease and analyzed antifungal compounds by Gas chromatography -Mass Spetrometer. Extracts from P. menziesii had inhibition activities against Tricholderma genus on 1,000 ppm and had high antifungal activities against T. viride by 70.1%, T. harzianum by 67.3% and T. aggressivum by 64.7% on 4,000 ppm. And extracts from C. obtusa had antifungal activities against Tricholderma genus on 1,000 ppm and had high antifungal activities against T. viride by 63.2%, T. harzianum by 59.3% and T. aggressivum by 59.1% on 4,000 ppm. But mixing compounds which are made from P. menziesii and C. obtusa extracts by variety ratio had lower antifungal activities than original extracts. Main antifungal active components of P. menziesii extracts against Tricholderma genus were 2-Isopropoxy-ethylamine 46.5%, epifluorohydrin 8.6%, trans-2,3-Di-methyloxirane 7.6%, (IR)-(-)-Myrtenal 6.0%, 2-Methoxy-4-Vinylphenol 3.9% and benzaldehyde 2.8%. In case of C. obtusa extracts, they were ${\alpha}$-Terpinenyl acetate 14.9%, Sabinene 10.9%, dl-Limonene 9.6%, ${\alpha}$-Terpinolene 7.5% and ${\alpha}$-Pinene 7.1%. As mentioned above, these results revealed extracts from P. menziesii and C. obtusa of softwood could be used as potential agents to inhibit Trichoderma genus.