• Title/Summary/Keyword: aromatic amines

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Selective Oxidation of Amines to Imines or Nitriles by Manganese Dioxide in Air (공기 중에서 망간 다이옥사이드에 의한 아민에서 이민 또는 나이트릴로의 선택적 산화 반응)

  • Kim, Yo Han;Hwang, Seung Kyu;Lee, Yoon Sik;Kim, Jung Won
    • Applied Chemistry for Engineering
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    • v.25 no.2
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    • pp.215-221
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    • 2014
  • A simple heterogeneous system has been developed by using base treated manganese dioxide (B-$MnO_2$) for the aerobic oxidation of amines under mild reaction conditions of 1 atm of air and $50^{\circ}C$ in hexane. This system was highly efficient to oxidize various kinds of primary or secondary amines including aliphatic, aromatic, and hetero-atomic ones under the applied reaction conditions. Amines were oxidized to nitriles or diimines by the self-condensation or oxidative dehydrogenation through imine intermediate. The B-$MnO_2$ was reused for at least 5 times without any loss of its catalytic performance and showed its cost effectiveness, easy workup, and easy separation of the products for achieving the protocol of green chemistry.

Synthesis of New 2-Thiouracil-5-Sulfonamide Derivatives with Biological Activity

  • Fathalla, O.A.;Zaghary, W.A.;Radwan, H.H.;Awad, S.M.;Mohamed, M.S.
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.258-269
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    • 2002
  • 2-Thiouracil-5-sulfonylchloride 1 reacted with a series of aromatic and heterocyclic amines to give 2a-j. The same compound 1 was reacted with a series of sulphonamides giving different sulphonamides of type 3a-e. On the other hand compound 1 was allowed to react with p-aminoacetophenone givining compound 4 which in turn was allowed to react with derivatives of alkyl thiosemicarbazides to give thiosemicarbazones of type 5a-e, also compound 4 was monobrominated to give compound 6 which in turn was reacted thiosemicarbazones of some aldehydes to give the corresponding thiazole derivatives 7a-f. In the same time compound 4 was reacted with a series of aromatic and heterocyclic aldehydes givining chalcones 8a-g (Claisen-Schemidt reaction). Also compound 4 was allowed to react with a series of aromatic and heterocyclic aldehydes, ethyl cyano acetate and/or malononitrile, and ammonium acetate giving pyridine derivatives 9a-d and 10a-e respectively. The biological effects of some of the new synthesized compounds was also investigated.

Pilot Study on the Advanced Treatment of Combined Wastewater with Sewage as a Cosubstrate (가정하수를 cosubstrate로서 사용한 하수-염색폐수-공장폐수의 합병 고도처리 pilot plant 연구)

  • Kim, Mee-Kyung;Seo, Sang-Jun;Rhew, Doug-Hee;Jung, Dong-Il
    • Journal of Korean Society on Water Environment
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    • v.25 no.2
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    • pp.227-234
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    • 2009
  • In this research, a retrofitting process, which consists of a pretreatment system (coagulation) for dye wastewater combined with a biological nutrient system (MLE process using media), for a sewage treatment plant that has to treat dye wastewater efficiently with domestic wastewater were developed and a pilot plant was operated for verifying adoptability and performance of the developed advanced process for dye wastewater. From the results of the pilot plant operation, BOD 52.9%, $COD_{Cr}$ 55.9%, and color 71.3% were removed in pretreatment of coagulation process and the biodegradability of dye wastewater was improved to $0.32{\sim}0.59BOD/COD_{Cr}$ of the coagulated wastewater from $0.29{\sim}0.43BOD/COD_{Cr}$ of the raw dye wastewater. The final effluent concentrations were BOD of 8 mg/L, $COD_{Cr}$ of 43 mg/L, $COD_{Mn}$ of 18 mg/L, T-N of 8 mg/L, and T-P of 1.3 mg/L, respectively. Color was removed from 1655 to 468 unit by coagulation and then to 123 unit by MLE process. The HPLC analysis of aromatic amines in wastewater showed that decolorization was achieved by cometabolism while aromatic amines were produced by cleavage of azo bonds under anaerobic conditions and these products were removed in an aerobic tank subsequently. Nitrification rates of attached and suspended microorganisms were evaluated comparatively and the acclimating conditions of bacteria on media were validated by the scanning electron microscope.

The Complexes of Aromatic Amines with Iodine or Iodine Monochloride in Carbon Tetrachloride (방향족아민과 요오드 또는 일염화요오드 사이의 錯物에 관한 연구)

  • Choi, Sang-Up;Lee, Bu-Yong
    • Journal of the Korean Chemical Society
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    • v.11 no.3
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    • pp.100-104
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    • 1967
  • The systems of aromatic amines such as aniline, N,N-dimethylaniline and N,N-diethylaniline with iodine or iodine monochloride in carbon tetrachloride have been examined spectrophotometrically. The results indicate the formation of one to one molecular complexes. The equilibrium constants obtained at room temperature for formation of the complexes are as follows: $C_6H_5NH_2{\cdot}I_2\;2.05$, $C_6H_5N(CH_3)_2{\cdot}I_2\;15.2$, $C_6H_5N(C_2H_5)_2{\cdot}I_2\;35.5$, $C_6H_5NH_2{\cdot}ICl\;18.5$, $C_6H_5N(CH_3)_2{\cdot}ICl\;25.6$, and $C_6H_5N(C_2H_5)_2\;42.0$ l $mole^{-1}$.

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Bioactivation of Aromatic Amines by Human CYP2W1, An Orphan Cytochrome P450 Enzyme

  • Eun, Chang-Yong;Han, Song-Hee;Lim, Young-Ran;Park, Hyoung-Goo;Han, Jung-Soo;Cho, Kyoung-Sang;Chun, Young-Jin;Kim, Dong-Hak
    • Toxicological Research
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    • v.26 no.3
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    • pp.171-175
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    • 2010
  • The human genome contains approximately 13 orphan cytochrome P450 (P450, CYP) genes, of which the apparent function or substrate has not been identified. However, they seem to possess their own biological relevance in some tissues or developmental stages. Here, we characterized the heterologously expressed CYP2W1, an orphan P450 enzyme. The recombinant CYP2W1 protein containing a $6{\times}$(His)-tag at Nterminus has been expressed in Escherichia coli and purified. Expression level of CYP2W1 holoenzyme was around 500 nmol P450 holoenzyme per liter culture medium. The reduced CO difference spectrum of CYP2W1 showed a maximum absorption at 449 nm. CYP2W1 indicated the significant induction to bioactivate Trp-P-1, MeIQ, and IQ in E. coli DJ701 tester strain. However, the bioactivation of B[$\alpha$]P, and NNK by CYP2W1 was relatively low. The model structure of CYP2W1 suggested the characteristic P450 folds with the lengths and orientations of the individual secondary elements. The F-G loop is situated on the distal side of heme to accommodate the flexibility of active site of CYP2W1. These studies can provide useful information for the finding of its biological roles and structure-function relationships of an orphan CYP2W1 enzyme.

Identification of ${\omega}$-Aminotransferase from Caulobacter crescentus and Sitedirected Mutagenesis to Broaden Substrate Specificity

  • Hwang, Bum-Yeol;Ko, Seung-Hyun;Park, Hyung-Yeon;Seo, Joo-Hyun;Lee, Bon-Su;Kim, Byung-Gee
    • Journal of Microbiology and Biotechnology
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    • v.18 no.1
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    • pp.48-54
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    • 2008
  • A putative ${\omega}$-aminotransferase gene, cc3143 (aptA), from Caulobacter crescentus was screened by bioinformatical tools and overexpressed in E. coli, and the substrate specificity of the ${\omega}$-aminotransferase was investigated. AptA showed high activity for short-chain ${\beta}$-amino acids. It showed the highest activity for 3-amino-n-butyric acid. It showed higher activity toward aromatic amines than aliphatic amines. The 3D model of the ${\omega}$-aminotransferase was constructed by homology modeling using a dialkylglycine decarboxylase (PDB ID: 1DGE) as a template. Then, the ${\omega}$-aminotransferase was rationally redesigned to increase the activity for 3-amino-3-phenylpropionic acid. The mutants N285A and V227G increased the relative activity for 3-amino-3-phenylpropionic acid to 3-amino-n-butyric acid by 11-fold and 3-fold, respectively, over that of wild type.

Studies on Epoxy Resins (Part 1) Polymerization of Epichlorohydrin with Naphthylamines (Epoxy 樹脂에 關한 硏究 (第 1 報) Naphthylamines 及 Aromatic amines 과 Epichlorohydrin과의 重合物에 關하여)

  • Shim, Jyong-Sup;Hong, Sung-Il
    • Journal of the Korean Chemical Society
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    • v.5 no.1
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    • pp.60-65
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    • 1961
  • Nowadays, it is a well-known fact that the epoxy resins play an important role in the industrial field of plastics because of their excellent properties. Although studies on the polymers of epichlorohydrin with phenols, up-to-date, were various, there were only a few wokrs on the polymers of epichlorohydrin with amines. Therefore the experiments are carried out about the polymerization of epichlorohydrin with ${\alpha}-, {\beta}$-naphtylamine, o-, m-, p-toluidine, and o-, m-, p-nitroaniline. Examining the polymerization processes and the differences in the properties of the polymers, we obtained the following conclusions. 1) ${\alpha}$-naphthylamine, ${\beta}$-naphthylamine, o-toluidine, m-toluidine and p-toluidine react with epichlorohydrin to form polymers but o-, m-, and p-nitroaniline do not make polymers with epichlorohydrin. 2) As polymerization times after adding sodium hydroxide and refluxing again 3hrs. are suitable for ${\alpha}$-naphthylamine-epichlorohydrin, 3.5hrs. for${\beta}$-naphthylamine-epichlorohydrin, and 4hrs, for m-toluidine-epichlorohydrin. 3) Method for determining molecular weight of these polymers by the titration of end group is applicable to the polymers having D.P. less than about 200 for ${\alpha}$-, ${\beta}$-naphthylamine-epichlorohydrin and those having D.P. less than 18 for m-toluidine-epichlorohydrin. 4) Gererally, these polymers get special colors so that these need proper pigmentation to use as molding compounds.

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Polyaniline/SiO2 Catalyzed One-pot Mannich Reaction: An Efficient Synthesis of β-amino Carbonyl Compounds (Polyaniline/SiO2를 이용한 one-pot Mannich 반응: β-amino carbonyl 화합물의 효율적인 합성)

  • Yelwande, Ajeet A.;Arbad, Balasaheb R.;Lande, Machhindra K.
    • Journal of the Korean Chemical Society
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    • v.55 no.4
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    • pp.644-649
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    • 2011
  • Polyaniline/$SiO_2$ catalyzed one-pot mannich reaction of acetophenone, aromatic aldehydes and aromatic amines are carried out in ethanol to afford various ${\beta}$-amino ketones. The various wt% of polyaniline were supported on pure silica synthesized by using chemical oxidative method. The catalyst prepared has been characterized by means of thermal analysis (TG-DTA), X-ray diffraction (XRD), scanning electron microscopy (SEM) energy dispersive spectroscopy (EDS), and Fourier transform infrared spectroscopy (FT-IR). Solvent stability of catalyst was tested using UV-Visible spectroscopy. This protocol has several advantages such as high yield, simple work up procedure, non-toxic, clean, easy recovery and reusability of the catalyst.

An Efficient One-Pot Strategies for the Synthesis of [1,3] Oxazine Derivatives ([1,3] Oxazine 유도체 합성을 위한 효율적인 One-Pot 합성)

  • Sapkal, Suryakant B.;Shelke, Kiran F.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Journal of the Korean Chemical Society
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    • v.54 no.4
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    • pp.437-442
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    • 2010
  • Sodium hydrogen sulphate ($NaHSO_4$), n-tetra butyl ammonium bromide (TBAB) as a phase transfer catalyst (PTC) in water, and 1-butyl-3-methyl imidazolium hydrogen sulphate [bmim]$HSO_4$ as ionic liquid (IL) has been used as a mild reaction promoter for the cyclocondensation of formalin, ${\beta}$-naphthol and aromatic amines to afford respective 2,3-dihydro-2-phenyl-1H-naphtho-[1,2-e] [1,3] oxazine derivatives. The present protocols are greener, high yielding and involved the nonchromatographic isolation procedure.

A Study on Distribution Property of Organic Pollutants in Southwest Coastal Waters (서남해 연안해역의 유기오염물질 분포특성에 관한 연구)

  • Han Sang-Kuk;Park Ji-Young;Lee Moon-Hee
    • Journal of Environmental Science International
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    • v.14 no.6
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    • pp.597-603
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    • 2005
  • In this study, we try to determine the distributive property in southwest coastal waters, such as K wang-yang bay, Ka-mak bay, Yeo-ja bay, Wan-do, Hea-nam, Young-gwang, and Mok-po, using simultaneous analytical method of 310 chemicals. The results were detected tens of the organic pollutants in sampling sites, and the major chemicals detected were CH type chemicals such as aliphatic, polycyclic compounds and were CHN(O) type chemicals such as aromatic amines, nitro compounds, In particular, pesticides were mainly detected in summer, phenols and phthalate esters were not seasonal effect. Also, a number of aromatic chemicals were detected in Kwang-yang bay, From the results of this study, we confirmed that it is mainly contaminated in summer and the pesticide chemicals are the major pollutants in southwest coastal waters.