• 제목/요약/키워드: alkyl halides

검색결과 38건 처리시간 0.026초

N,N,N',N'-Tetrahalobenzene-1,3-disulfonamide/PPh3 as an Efficient System for the Preparation of Alkyl Halides

  • Ghorbani-Vaghei, Ramin;Shiri, Lotfi;Ghorbani-Choghamarani, Arash
    • Bulletin of the Korean Chemical Society
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    • 제34권3호
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    • pp.820-822
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    • 2013
  • N,N,N',N'-Tetrabromobenzene-1,3-disulfonamide (TBBDA)/$PPh_3$ and N,N,N',N'-tetrachlorobenzene-1,3-disulfonamide (TCBDA)/$PPh_3$ are two highly reactive reagent systems for the conversion of alcohols corresponding into alkyl chlorides and bromides in moderate to excellent yields in dichloromethane at room temperature under mild and neutral conditions.

Synthesis of Novel Alkyl $\alpha$-Anilinophenylacetate Derivatives Using Hydrolysis of Hydantoin Ring and Its O-Alkylation

  • Park, Hae-Sun;Park, Myung-Sook;Choi, Hee-Jeon;Kwon, Soon-Kyoung
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.244.2-244.2
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    • 2003
  • For the development of new synthetic method for unnatural amino acid esters, alkyl ${\alpha}$-anilinophenylacetates were synthesized through base-catalyzed hydrolysis of 1,5-diphenylhydantoins in methanol and O-alkylation of sodium ${\alpha}$-anilinophenylacetate with alkyl halides in DMF. Even though hydrolysis of hydantoin ring was undertaken under about 30-40$^{\circ}C$ in methanol, the hydantoic acid sodium salt was continuously converted to the sodium ${\alpha}$-anilinophenylacetate. (omitted)

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New Synthesis of 2-Substituted Imidazo[2, 1-b]thiazoles and their Antimicrobial Activities

  • Mahfouz, A.Abdel Aziz;Elhabashy, F.M.
    • Archives of Pharmacal Research
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    • 제13권1호
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    • pp.9-13
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    • 1990
  • 4, 5-Diphenyl-2-mercaptiomidazole (I) was reacted with hydraziodyl halides IIa-d togive the S-alkyl derivatives III-a-d. Cyclization of IIIa-d afforded imidazo[2, 1-b]-thiazole derivatives Vla, b and VII. Treatment of 1 with a-chloroethylacetoaccetate (IV) gave ethyl 2(4, 5-diphenyl-2-imidazolinylthio)-3-keto-butyrate (V). Compound V coupled with benzendiazonium chloride to give the corresponding phenylhydrazo compound IIId. On heating V with polyphosphoric acid, cyclization took place and 2-acetyl-5, 6-diphenyl-imidazo [2, 1-b] thiazol-3-one (VIII) was obtained. The compound VIII was condensed with aromatic aldehydes to yield the cinnamoyl derivatives 1Xa, b. The antimicrobial activities of compounds IIIa-d, V, VIa, VII were examined.

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Selective Functionalization of Calix[6]arene

  • 남계천;박기숙
    • Bulletin of the Korean Chemical Society
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    • 제16권2호
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    • pp.153-157
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    • 1995
  • Calix[6]arenes are selectively dialkylated at the lower rim and further functionalized by the aminomethylation and Claisen Rearrangement reactions. Dialkylation was conducted by the reaction of calix[6]arene and alkyl halides such as benzyl bromide, allyl bromide, ethyl bromoacetate, propyl bromide, and methyl iodide under the carefully controlled reaction conditions. Aminomethylation was carried out with the treatment of disubstituted calix[6]arene and secondary amine in the presence of formaldehyde. Claisen rearrangement reaction of the O-diallylcalix[6]arene produced the p-diallylcalix[6]arene.

Solid-phase Parallel Synthesis of a Novel N-[Alkylsulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted Amide and Amine Drug-like Libraries

  • Kim, Ji-Hye;Gong, Young-Dae;Lee, Gee-Hyung;Seo, Jin-Soo
    • Bulletin of the Korean Chemical Society
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    • 제33권1호
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    • pp.128-136
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    • 2012
  • We report the solid-phase library construction of 222 number of a novel N-[alkyl sulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted amide 1A and amine 1B derivatives. The polymer-bound N-[alkylsulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted amide 9 and amine 10 derivatives were obtained by first diversity generation with various acid chlorides and alkyl halides. Further reactions on the resins 9 and 10 with substituted sulfonyl chlorides produced the desired N-[alkylsulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted amide 1A and amine 1B analogues.

A Comparison of the Leaving Group Ability of Transition Metal Carbonyl Anions vs. Halides : Reaction of $MH^-$ with M'-R $(MH^-\;=\;HW(CO)_4\;-P(OMe)_3\;^-,\;HW(CO)_5\;^-,\;HCr(CO)_5\;^-,\;HFe(CO)_4\;^-;\;M'-R=CpMo(CO)_3(CH_3),\;CpMo(CO)_3{CH_2CH(CH_2)_2})$

  • Yong Kwang Park;Seon Joong Kim;Carlton Ash
    • Bulletin of the Korean Chemical Society
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    • 제11권2호
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    • pp.109-114
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    • 1990
  • The anionic transition metal hydrides $(HW(CO)_4P(OMe)_3\;^-,\;HW(CO)_5\;^-,\;HCr(CO)_5\;^-,\;HFe(CO)_4\;^-)$ react with transition metal alkyl $(CpMo(CO)_3(CH_3)$ to yield $CH_4\;and\;CH_3CHO$ in addition to the inorganic products $(CpMo(Co)_3\;^-$, etc.). The reaction of these anionic metal hydrides with CpMo(CO)3{CH2CH(CH2)2} may lead to an elucidation of the reaction mechanisms involved; the organic product distributions are among $CH_4,\;CH_2\;=\;CHCH_2CH_3$, and $CH_3CH(CH_2)_2$, depending upon the anionic metal hydride used. These anionic metal hydrides also are reported to undergo a hydride-halide exchange reaction with organic halides; therefore, these similar reactions have been compared in terms of leaving group ability $(CpMo(CO)_3\;^-\;vs.\;Br^-)$ and the mechanistic pathways.

코발트 카르보닐 촉매에 의한 브로모벤질 브로미드의 카르보닐화 (II). 알킬(알콕시메틸)벤조에이트의 선택성 합성 (Carbonylation of Bromobenzyl Bromide Catalyzed by $Co_2(CO)_8(II)$. Selective Synthesis of Alkyl(alkoxymethyl)benzoate)

  • 심상철;도칠훈;윤영주;조찬식;우병원;오대희
    • 대한화학회지
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    • 제35권1호
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    • pp.90-95
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    • 1991
  • 할로벤질 할라이드의 선택적 카르보닐화에 대한 방법을 검토하였다. 알킬(알콕시메틸)벤조에이트는 한 반응기에서 두 반응에 의해 완성되며, 일차로 알코올 용매하에서 알콕시 음이온을 할로벤질 할라이드와 반응시키면, 알킬 할로벤질 에테르가 Williamson ether 합성법에 의해 얻어진다. 이차로 Na$_2$CO$_3$, CH$_3$I 및 Co$_2$(CO)$_8$을 첨가하고, 일산화탄소 기류하에서 반응시키면, 알릴할라이드 부분이 카르보닐화되어 알킬(알콕시메틸)벤조에이트를 높은 수득률로 얻을 수 있었다.

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비에테르성 용매중에서 에테르촉매를 사용한 그리냐르반응에 의한 유기스탄닐화합물의 합성 (The Syntheses of Organostannyl Compounds by Grignard Reaction Catalyzed by Ether in Non-ethereal Media)

  • 서배석;이일규
    • 대한화학회지
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    • 제23권6호
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    • pp.392-395
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    • 1979
  • 몇가지 유기할로겐화물, 즉 브롬화에틸, 염화부틸, 브롬화페닐 및 염화벤질등을 탄화수소중에서 그리냐르법으로 무수사염화주석과 반응시켰다. 이때 소량의 에테르를 그리냐르반응단계에서 계내에 투입하엿을 때 보다 용이하게 반응이 진행되어 좋은 수율로 유기주석화합물들을 얻을 수 있었다.

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Isothiocyanate 유도체의 Prodrug를 위한 합성 연구 (Studies on the Synthesis of Bis-dithiocarbamates as Prodrugs of Isothiocyanates)

  • 심영섭;정오영;김완주;이문희
    • 약학회지
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    • 제26권2호
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    • pp.91-96
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    • 1982
  • In an attempt to design prodrugs for the Derivatives of the Isothiocyanates R-N=C=S were synthesized eleven novel bis-dithiocarbamates. The best way of preparing the dithiocarbamates was the formation of the dithiocarbonates followed by the reaction of the dithiocarbonates with amines. Thus, the treatment of the diols with carbon disulfide in the presense of potassium hydroxide afforded the potassium salts of the ditniocarbonic acids. The potassium salts were then reacted with alkyl halides to give the dithiocarbonates, which upon treatment with amines produces the dithiocarbamates. In case of vicinal diol (n=o in the above formula), only one of the hydroxy groups was reacted to give the mono-dithiocarbonate. The dithiocarbonates failed to react with amides and aromatic amines. Dithiocarbonates of the different types were obtained when the active double bonds, such as $CH_{2}=CH-Z$ , (Z are electron withdrawing groups), were allowed to react with the free dithiocarbonic acids produced in situ by carefully neutralizing the Potassium salts of the corresponding acids. These compounds are considered to be of some value as prodrugs for the active double bonds.

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