• 제목/요약/키워드: bromination

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Synthesis of Hydroxylactams and Esters Derived from Thalidomide and Their Antitumor Activities

  • Sun, Guanglong;Liu, Xiangchao;Zhou, Heng;Liu, Zenglu;Mao, Zhenmin
    • Bulletin of the Korean Chemical Society
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    • 제35권5호
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    • pp.1337-1342
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    • 2014
  • A novel and convenient route for the synthesis of a series of thalidomide derivatives is described. Compound 2 was cyclized with different amines under alkaline condition to obtain 4-nitro substituted phthalimidines 3a-d. Hydroxylactams 4a-d were produced via bromination and hydroxylation. Different acyl chlorides were reacted with hydroxylactams to provide the desired esters 5a-d. All compounds were evaluated by MTT assay for their inhibitory activities against HCT-116, MG-63, MCF-7, HUVEC and HMVEC cell lines in vitro. Most of them showed no obvious cytotoxic effect on normal human cells, compounds 4a-d, $5a_2$, $5a_4$, $5a_5$, $5b_2$, $5c_2$ and $5d_2$ exhibited potent antitumor activities, among which compounds $5a_2$ and $5b_2$ were more effective than 5-FU.

LiBr와 CaBr2가 흡착된 알루미나상에서 일어나는 염화 알킬의 브롬화반응 (Bromination of Alkyl Chlorides by LiBr and CaBr2 adsorbed on Alumina)

  • 박영훈;신영문;조범준;김창배
    • 공업화학
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    • 제7권5호
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    • pp.1015-1019
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    • 1996
  • 알루미나에 LiBr와 $CaBr_2$를 각각 흡착시켜 용매가 없는 상태에서 여러 가지 염화 알킬과 반응시켜 좋은 수득률로 해당하는 브롬화 생성물을 얻을 수 있었다. 이러한 높은 반응성은 알루미나에 흡착되어 있는 극소량의 물과 브롬화 금속간의 상호작용이 알루미나 상에서 일어날 수 있기 때문이라는 것을 Differential scanning calorimetry (DSC) 열분석 실험과 문헌을 통하여 고찰하였다.

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Preparation of Carbon Fiber from Heavy Oil Residue through Bromination

  • Park, Young-Ok;Yang, Kap-Seung
    • Fibers and Polymers
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    • 제2권4호
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    • pp.178-183
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    • 2001
  • A pitch precursor for a general purpose carbon fiber was prepared by condensation of pyrolized fuel oil (petroleum residual oil) with bromine under nitrogen blowing. such a condensation raised the softening point of the pitch from 4$0^{\circ}C$ to $265^{\circ}$ with a yield of 43%. The pitch precurosr showed an enhanced aromaticity and enlarged molecular size, which led to a reduction in molecular mobility and optical isotropy. The precursor was spun into fibers of $20\mu\textrm{m}$ diameter at a take-up speed of 700m/min. The fiber was stepwise stabilized in air and carbonized in Ar gas to obtain an isotropic carbon fiber. The carbon fiber exhibited tensile strengths of 500-800 ㎫though the fiber was formed via a crude method. The electric conductivity of the carbon fiber was relatively high, 2.2$\times$$10^2$S/cm, sufficient to be used as electrode materials.

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Synthesis and In vitro Evaluation of 4-Substituted-1-azaanthraquinones

  • Lee, Hee-Soon;Hong, Seoung-Soo;Choi, Jae-Young;Cho, Jung-Sook;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • 제21권1호
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    • pp.73-75
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    • 1998
  • In summary, six 4-substituted-1-azzanthraquinones were designed and synthesized using hetero Diels-Alder reaction as a key step. Although a great number of reaction conditions for benzylic bromination were examined, this step need to be improved for the efficient synthesis of the related analogues. 4-Bromomethyl-1-azzanthraquinone 6 may have potential for the treatment of tumors resistant to the doxorubicin. The compounds 9 and 10 containing the latent alkylating functionality may need further in depth biological evaluation. Work is in progress to design, synthesize, and evaluate additional compounds in this and related systems.

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Preparation and Charecterization of Bromofullerenes in New Stoichiometry

  • Mehrotra, Reema;Lal, Darshan;Tripathi, V.S.;Mathur, G.N.
    • Carbon letters
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    • 제4권4호
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    • pp.175-179
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    • 2003
  • It is well established that halogenated fullerene derivatives act as synthetic intermediates for further substitution via replacement with nucleophlies. In the present work, systematic studies were carried out on the synthesis of bromofullerenes under different experimental conditions. The effect of reaction time on the product formed was observed. We observed the formation of new compound of bromofullerenes in a different stoichiometric ratio i.e., $C_{60}Br_{14}$; in addition to previous reported bromofullerenes in the stoichiometric ratio of $C_{60}Br_6$, $C_{60}Br_8$, and $C_{60}Br_{24}$. The new derivative of bromofullerene was isolated and well characterized by various analytical techniques like FT-IR, TGA, DSC, and elemental analysis. In this paper, detail of the synthesis and characterization of the bromofullerene prepared are described. The yields obtained were better than those reported previously.

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Acetoacetanilide 유도체 합성 (Studies on the Synthesis of Acetoacetanilide Derivatives)

  • 김인규
    • 대한화학회지
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    • 제25권1호
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    • pp.44-49
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    • 1981
  • Acetoacetanilide를 브롬화한 결과 예상한 ${\alpha}$-bromo 유도체가 얻어지지 않고, r-bromo 유도체가 얻어졌다. 이것을 mercaptoethanol과 반응시켜 sulfide 유도체를 만든다음, 산성하에서 고리화시킨 결과 2-(N-phenylcarbamoyl)methylene-1,4-oxathiane이 좋은 수율로 얻어졌다. 이 물질은 살균제 농약으로 널리 사용되고 있는 carboxin과 그 구조가 매우 유사하므로 이 물질의 biological activity는 흥미있는 과제가 될 것이다.

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Expedient One-Pot Synthesis of γ-hydroxybutenolides Starting from Baylis-Hillman Adducts: Lactonization, Isomerization, and Aerobic Oxidation of α-Methylene-γ-hydroxyester

  • Kim, Ko-Hoon;Lee, Hyun-Seung;Kim, Sung-Hwan;Lee, Ka-Young;Lee, Ji-Eun;Kim, Jae-Nyoung
    • Bulletin of the Korean Chemical Society
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    • 제30권5호
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    • pp.1012-1020
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    • 2009
  • We developed an efficient three-step synthetic protocol of $\gamma$-hydroxybutenolides starting from the Baylis-Hillman adducts: (i) bromination, (ii) Barbier reaction and (iii) one-pot $K_2CO_3$-mediated synthesis of $\gamma$-hydroxybutenolides. In addition, we showed the synthetic applicability of butenolides including self-dimerization, conjugate addition reaction, and alkylations.

The Rapid and Efficient Synthesis of Bromohydrins from Olefins under HBr/H2O2 System by Visible Light Induced

  • Tang, Rui-Ren;Gong, Nian-Hua
    • Bulletin of the Korean Chemical Society
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    • 제30권8호
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    • pp.1832-1834
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    • 2009
  • A simple and safe method has been presented for conversion of olefins into bromohydrins using hydrogen bromide and hydrogen peroxide as bromide source by visible light induced within a very short time to get high yield bromohydrins along with a little mount dibromo-product. In this paper, cyclohexene is firstly carried out as the model substrate and investigated the bromination under HBr/$H_2O_2$ system using 150 W incandescent light irradiated in C$Cl_4$ within short time to get good yield of 2-bromocyclohexanol along with a little mount of 1,2-dibromocyclohexane; then, a series of alkenes are brominated to corresponding bromohydrins using the same protocol.

Isotopic Exchange 에 依한 5-bromouracil-$Br^{82}$의 合成 (Synthesis of 5-bromouracil-$Br^{82}$ by Isotopic Exchange Method)

  • 변형직;김재록
    • 대한화학회지
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    • 제8권2호
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    • pp.39-42
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    • 1964
  • As the bromination method with $Br_2^{82}$ for the synthesis of 5-bromouracil-$Br^{82}$ gave products with considerable impurities, e. g. uracil etc. an attempt to produce pure one by isotopic exchange method was performed. Bromide-82 ion such as $NH_4Br^{82}$ or $HBr^{82}$ undergoes no isotopic exchange with 5-bromouracil-Br. However, isotopic exchange between $NH_4Br^{82}$ and $Br_2$, and between $Br_2^{82}$ and 5-bromouracil-Br were too fast to determine the rate. The result indicated that this method can be used in the production of pure 5-bromouracil-$Br^{82}$. It was also found that the use of reducing agent to maintain $Br^{82}$ as bromide form was unnecessary on $NH_4Br^{82}$ production from reactor.

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Synthesis of 7-[p-(Methylthio)benzoyl]-5-benzofurancetic Acid

  • Choi, Hong-Dae;Geum, Dek-Hyun;Kowan, Youn-Sil;Son, Byeng-Wha
    • Archives of Pharmacal Research
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    • 제16권4호
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    • pp.343-346
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    • 1993
  • A new method was described for the preparation of 7-[p-(methylthio)benzoyl]-5-benzofuranacetic acid 6, which is an analgestic agent. Methyl 5-(2, 3-di-hydobenzofuran)acetate 3 was obtained by Friedel-Crafts reaction of 2, 3-dihydrobenzofuran with methyl .alpha.-chloro-.alpha.(methylthio)actate 1 and desulfurization of 2. Tifurac 6 was synthesized from acylation of 3 with p-(methythio)benzoyl chioride followed by bromination of 4, dehydrohalogenation, and hydrolysis of 5.

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