• Title/Summary/Keyword: 2-아미노피리딘

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DFT Studies on Hydrogen Bonding in Water Complexes of Amino-substituted Pyridine (아미노 치환 피리딘-물 착화합물의 수소결합에 대한 DFT 연구)

  • Gab-Yong Lee;Ok-Ju Kim
    • Journal of the Korean Chemical Society
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    • v.47 no.2
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    • pp.96-103
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    • 2003
  • Density Functional Theory(DFT) calculations are performed to estimate the hydrogen bonding interaction energies in pyridine-water and amino-substituted pyridine-water complexes. Some equilibrium properties are also obtained for these complexes at B3LYP/aug-cc-pVDZ level. It is shown that the amino substitution increases the proton affinity of pyridine and stabilizes the hydrogen bond. The degree of stabilization upon formation of the complex varies with the number and the position of the amino groups.

Synthesis and Characterization of Substituted Pyridine Complexes of Molybdenum(Ⅴ). Di-${\mu}$-oxo-dioxodichlorobis(substituted pyridines) dimolybdenum(Ⅴ) and Substituted Pyridinium Di-${\mu}$-oxo-dioxohexaisothiocyanatodimolybdates(Ⅴ) (몰리브덴의 피리딘계 착물합성과 그 성질 (제5보). 이-${\mu}$ -옥소-이옥소이클로로비스(치환피리딘) 이 몰리브덴 (Ⅴ) 와 이-${\mu}$- 옥소-이옥소육이소티오시아나토 이 몰리브덴 (Ⅴ) 산 치환피리딘늄)

  • Kim, Chang-Su;Sang Oh Oh
    • Journal of the Korean Chemical Society
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    • v.26 no.6
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    • pp.383-388
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    • 1982
  • $Mo_2O_4Cl_2$$(X-py)_4{\cdot}2H_2$O and $(X-pyH)_4$[$Mo_2O_4(NCS)_6)$]${\cdot}H_2$O have been prepared. The infrared, electronic and reflectance spectra, molar conductances and magnetic susceptibility data of complexes are reported. $Mo_2O_4Cl_2$$(X-py)_4{\cdot}2H_2$O (X-py were 3-and 4-cyanopyridine, nicotinamide, 3,5-lutidine and 2-amino-4-picoline) were obtained by hydrolysis of the corresponding substituted pyridinium oxopentachloromolybdates(Ⅴ). Addition of water and substituted pyridines to molybdenum(Ⅴ)-thiocyanate ethylacetate extract yielded brown compounds, $(X-pyH)_4$[$Mo_2O_4(NCS)_6)$]${\cdot}H_2$O where X-py were pyridine, ${\alpha}$, 3-bromopyridine 3,5-lutidine, 3-benzoylpyridine and 4-acetylpyridine. Binuclear, $Mo_2O_4Cl_2(X-py)_4{\cdot}2H_2$ prepared from hydrolysis of $(X-pyH)_2[MoOCl_5]{\cdot}H_2O$ were diamagnetic and nonelectrolytes. The anion of $(X-pyH)_4$[$Mo_2O_4(NCS)_6)$]${\cdot}H_2$O was formulated as dimer and electrolyte.

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Studies on the Quaternization of Tertiary Amines (I). Kinetics and Mechanism for the Reaction of Phenethyltosylate with Substituted Pyridines (3 차아민의 4 차화반응에 관한 연구 (제1보). Phenethyltosylate 와 치환 피리딘류의 반응에 관한 반응 속도론적 연구)

  • Kyung-A Lee;Kyu-Tag Howang;Soo-Dong Yoh
    • Journal of the Korean Chemical Society
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    • v.23 no.4
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    • pp.243-247
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    • 1979
  • Kinetics of the reaction of phenethyltosylate with substituted pyridines at 50, 60 and 70$^{\circ}C$ in acetonitrile were investigated by an electric conductivity method. The effects of substituents on the reaction of phenethyltosylate with pyridines were discussed. The rates of reaction were increased with electron donating power of substituents of pyridines. The isokinetic relationship was shown $E_{\alpha}$ and ${\Delta}S^{\neq}$, it's temperature was 240$^{\circ}$K. Bronsted plots were excellent linear except for 4-amino pyridine given by the following equation, logk=O. 22pKa-3.71 (r=O. 986). According to a plot of log k against Hammett substituent constants, the Iinearity was good except for bamino pyridine too, log k= -1.330${\sigma}$+0.08 (r= -0.987). In both cases, deviation of 4-amino pyridine from linearity was considered to solvent effect, resonance effect and ${\sigma}$ value itself. From all the above results, this reaction was found typical $S_N2$ reaction which the rates of reaction was determined by C…N bond formation at transition state.

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Stability of the Zwitterionic form of 4-aminopyrimidine HCl and -HBr Complexes: Computational Study (4-아미노피리딘 – HCl, –HBr 복합체에 대한 양자화학적 연구 : 즈비터이온의 안정성)

  • Hwang, Tae-Kyu;Park, Sung-Woo;Yoon, Young-Sam;Lee, Sung-Yul
    • Journal of the Korean Chemical Society
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    • v.53 no.2
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    • pp.133-136
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    • 2009
  • We present calculations for the 4-aminopyrimidine (4AP) – HCl and –HBr complexes. We predict that the charge separated (zwitterionic) form [4AP$H^+-Cl^-$] is not stable, but that [4AP$H^+-Br^-$] is stable enough for experimental detection in gas phase at low temperatures. The latter observation is attributed to smaller dissociation energy of HBr compared with HCl, and to “solvation” of HBr by the amino group in 4AP.

Pyran and Pyridine as Building Blocks in Heterocyclic Synthesis (이중고리 합성에 블록제로서 이용된 피란과 피리딘)

  • El-Hashash, Maher.A.;El-Sawy, Abdallah.A.;Eissa, Abdelmonem.M.F.
    • Journal of the Korean Chemical Society
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    • v.53 no.3
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    • pp.308-324
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    • 2009
  • The present work is devoted to study the interaction of $\beta$-aroylacrylic acid derivative (3) with malononitrile in (DMF) in the presence of piperidine and/or ammonium acetate, then using the formed compounds as starting materials for synthesizing fused and isolated heterocyclic systems. It has been established that the $\beta$-aroylacrylic acid (3) reacts with malononitrile in (DMF) in the presence of piperidine as a catalyst with the formation of 4H-pyran derivative (4). By changing the catalyst into ammonium acetate, pyridine derivative (5) has been obtained. Also the N-maleamic acid derivatives (19) and (27) have been synthesized via the interaction of (4) and (5) with maleic anhydride. The purpose of this step is to study the behavior of the formed maleamic acid derivatives – as analogies of $\beta$-aroylacrylic acids – towards different active methylene compounds under Michael addition reaction.

New Synthetic Route to 1, 4-Dihydropyridine Monoacid Derivatives (1, 4-디히드로피리딘산 유도체의 새로운 제조방법에 관한 연구)

  • Shim, Young-Key;Lee, Sang-Hee;Kang, Jae-Sung;Kim, Wan-Joo
    • Journal of the Korean Chemical Society
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    • v.32 no.2
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    • pp.144-148
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    • 1988
  • A novel synthetic route to 1,4-dihydropyridine mono carboxylic acid derivatives is described. Allyl methyl 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3, 5-dicarboxylate (IV) was treated with $Pd(OAc)_2$ in dioxane for 30 min at 110$^{\circ}C$ with reflux to give the mono acid compound(V) in 94% yield. The mono acid intermediate was converted to 2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3, 5-dicarboxylate (VII) (Nicardipine) and their derivatives in 70~85% yield.

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Synthesis and Characterization of Substituted Pyridine Complexes of Molybdenum (Ⅳ). Oxotrichlorobis(substituted pyridine) molybdenum (Ⅴ) (몰리브덴의 피리딘계 착물합성과 그 성질 (제4보) 옥소삼클로로비스(치환피리딘)몰리브덴 (V))

  • Chang Su Kim;Sang Oh Oh
    • Journal of the Korean Chemical Society
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    • v.26 no.6
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    • pp.378-382
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    • 1982
  • Green crystalline salts of substituted pyridinium oxopentachloromolybdates(V) were obtained from concentrated hydrochloric acid solution of molybdenum(V)-thiocyanate extract. $MoOCl_3(X-py)_2$ (X-py were 4-and 3-cyanopyridine, 2-amino-4-picoline and 4-acetylpyridine) were obtained by reflux of the corresponding substituted pyridinium salts of oxopentachloromolybdates(Ⅴ) in absolute ethanol. ($X-pyH_2$)[$MoOCl_5$]$H_2$O containing the $MoO^{3+}$ group are dissolved and hydrolysed in water but $MoOCl_3(X-py)_2$ are insoluble in water, alcohol and acetone. The complexes are paramagnetic compounds.

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Effects of Colored Transparent Cellophane Films and Colorless Transparent Cellophane Films Coated Respectively with Pyridine, Benzophenone, and p-Aminobenzoic Acid on the Sunlight Accelerated Oxidation of Edible Soybean Oil (착색투명(着色透明)셀로팬 및 피리딘, 벤조페논, p-아미노벤졸산(酸) 등(等)으로 처리(處理)된 무색투명(無色透明)셀로팬으로 덮은 식용대두유(食用大豆油)의 직사일사광선(直射日射光線)에 의한 산패(酸敗)에 대하여)

  • Lee, Yong-Sie;Kim, Dong-Hoon
    • Korean Journal of Food Science and Technology
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    • v.4 no.4
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    • pp.239-244
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    • 1972
  • Commercial edible soybean oil was introduced into plastic containers. Colorless transparent (control), red transparent, green transparent cellophane films and, also, colorless transparent cellophane films coated respectively with Cemedine C, Cemedine C containing 10% pyridine, benzophenone, and p-aminobenzoic acid were prepared, and the % transmittance of each film to lights at U.V. and visible regions were measured. The containers were covered with the films and irradiated simultaneously with direct sunlight for 4.5 hours daily. The peroxide values of the oils in the plastic containers were determined at regular intervals. The effects of the Alms on the PV development of the oils were compared with that of the control, i.e., the colorless transparent films.The red and green films showed strong retarding effects ell the PV development. The red films showed a slightly stronger effect than the green ones. The colorless transparent films coated with Cemedine C showed an appreciable retarding effect. The films had absorbed the lights at the U.V. and visible regions considerably. The pyridine and benzophenone coated films lost their retarding effects after 10 and 4 days respectively. The p- aminobenzoic acid coated films showed a considerable retarding effect throughout the experimental period. The films had absorbed the lights strongly .As a whole, the retarding effects of the films on the PV development were, in decreasing order. as follows; Red> Green> p-Aminobenzoic acid coated > Cemedine Ccoated) Control > Pyridine coated > Benz ophenone coated

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Diazotiation of Aminopyridines (아미노피리딘의 디아조화 반응)

  • Chung, Yeong-Jin
    • Journal of the Korean Applied Science and Technology
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    • v.21 no.3
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    • pp.246-251
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    • 2004
  • Diazotization of three aminopyridine such as 3-amino-2-chloropyridine, 5-amino-2-chloropyridine, and 3-aminopyridine were investigated. Preparation of pyridinediazonium tetrafluoroborates were carried out employing two different methods. Diazotization of aminopyridines with a chlorine substituent in the pyridine ring were conducted in acidic aqueous solution with sodium nitrite in 70% and 74% yields respectively. 3-Pyridinediazonium tetrafluoroborate without any ring subsituent was unstable in an aquous solution and the diazotiation of 3-aminopyridine was proceded in an anhydrous methylene chloride-etherial $BF_3$ solution with tert-butyl nitrite in 40% yield.

Polarographic behavior of Cd(II) and Ni(II) ions in the presence of imidazole groups(II) (Imidazole 및 그유도체의 금속착염에 관한 Polarograph 연구 (II))

  • Kim, Joon Yong;Shin, Joung Hee
    • YAKHAK HOEJI
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    • v.16 no.2
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    • pp.73-84
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    • 1972
  • 단백질과 전이금속 이온들과의 상호작용을 연구하는데 있어서 단백질중의 이미다졸기 및 아미노산의 반응성은 중요하다. Cd(II)-2-메틸이미다졸 착물들의 경우 이미다졸 분자중의 결합측은 "피로올"형 보다 오히려 "피리딘" 질소임을 알 수 있다. 이 착물들의 환원파는 가역적이며 2전자반응으로 나타난다. 그리고 이미다졸 존재하의 Ni(II) 이온은 촉매파를 나타내며 Ni(II) 이온만의 환원파는 불가역성인 것에 비해 가역성을 보여주었다. 또한 그 반파전위는 Ni(II) 이온만의 반파전위보다 수백 mV 양전위로 이동된다. 이러한 성질은 전극 반응에 관여한 주물질이 전극 표면에서 흡착되어 환원되기 때문이다. 이미다졸 농도의 대수값에 대해 반파전위를 도시했을 때 그 기울기가 30mV로써 이론치와 일치한다. 한편 $Cd(II)-2CH_{3}Im$의 단계적 생성항수 $pK_{1},pK_{2},pK_{3},pK_{4}$는 각각 2.68, 4.01, 4.90, 5.36이었다.4.01, 4.90, 5.36이었다.

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