• 제목/요약/키워드: Tetrazole Derivatives

검색결과 9건 처리시간 0.019초

이차 아민으로부터 트리클로로아세토니트릴을 사용한 테트라졸 유도체의 새로운 합성법 (A New Method for Synthesizing Tetrazoles from Secondary Amines using Trichloroacetonitrile)

  • 오수진
    • 한국군사과학기술학회지
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    • 제20권6호
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    • pp.781-787
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    • 2017
  • A new method for synthesizing the tetrazole derivatives from secondary amines through cyanation/tetrazolation has been developed. Trichloroacetonitrile is used as the cyano source to synthesize N-nitrile instead of highly toxic and expensive cyanogen bromide. In this protocol, the reaction of secondary amines with various substituents proceed smoothly, and the desired tetrazole derivatives are obtained directly in fair to high yields without isolation of intermediate cyanamides.

Vinylsulfilimine유도체에 대한 1-methyl-5-mercapto-1,2,3,4-tetrazole의 친핵성 첨가물에 관한 연구 (Synthetic Studies on the Nucleophilic Addition of 1-Methyl-5-mercapto-1,2,3,4-tetrazole to Vinylsulfilimines)

  • 김태린;이소영;변상용
    • 대한화학회지
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    • 제36권2호
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    • pp.318-323
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    • 1992
  • Vinylsulfilimine 유도체(H, p-$CH_3$, m-TEX>$CH_3$, p-Cl, p-Br, p-$OCH_3$, 및 p-$NO_2$)에 1-methyl-5-mercapto-1,2,3,4-tetrazole을 반응시켜 다음 7가지의 새로운 호합물을 합성하였다. S-Phenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-m-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-chlorophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-bromophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-methoxyphenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine and S-p-nitrophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine. 이 화합물들의 구조는 원소분석, MP, UV, IR 및 NMR 스펙트럼에 의해 확인되었다.

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5-Phenyl-tetrazole의 光分解反應과 그 메카니즘에 관한 硏究 (The Mechanism in the Photolysis of 5-Phenyl-tetrazole Derivatives)

  • 채영복;장경수;김성수
    • 대한화학회지
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    • 제11권3호
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    • pp.85-88
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    • 1967
  • 5-Phenyl-tetrazole은 光分解하면 질소 한 分子를 放出하며 1,3-dipole인 C-phenyl-nitrilei-mine을 形成한다. 그러나 이때 dipolarphile의 存在下에서 1,3-dipole-cyclo-addition은 일으키지 않으며 二重合體인 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine(III)을 거쳐 最終産物로서 3,6-diphenyl-1,2,4,5-tetrazine(IV), 2,5-diphenyl-1,2,4-triazole, 4-amino-3,5-diphenyl-1,2,4-triazole, benzonitrile, ammonia 그리고 nitrogen을 生成한다.

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A Facile One-Pot Synthesis of 1-Substituted Tetrazole-5-thiones and 1-Substituted 5-Alkyl(aryl)sulfanyltetrazoles from Organic Isothiocyanates

  • Han, Sam-Yong;Lee, Je-Woo;Kim, Hee-Jung;Kim, Yong-Joo;Lee, Soon-W.;Gyoung, Young-Soo
    • Bulletin of the Korean Chemical Society
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    • 제33권1호
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    • pp.55-59
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    • 2012
  • Treatments of organic isothiocyanates (R-NCS) with $NaN_3$ in the presence of pyridine in water at room temperature gave corresponding various organic tetrazole-thiones, [$S=CN_4(R)$] (R = alkyl or aryl). Isolated products are obtained as white or yellow solids in good yields (76-97%). The molecular structure by X-ray diffraction study for one of products shows the proposed formation. In addition, one-pot synthesis of 1-substituted 5-alkyl(or aryl)sulfanyltetrazoles has been demonstrated. Addition of alkyl or aryl halides into the mixture of organic isothiocyanates, $NaN_3$, and pyridine in water at room temperature exclusively formed 1-substituted 5-alkyl(or aryl)sulfanyltetrazoles (S-derivatives) in high yields.

Montmorillonite K-10 Clay as an Efficient Reusable Heterogeneous Catalyst for the Solvent-Free Microwave Mediated Synthesis of 5-Substituted 1H-Tetrazoles

  • Marvi, Omid;Alizadeh, Abdolhamid;Zarrabi, Saeid
    • Bulletin of the Korean Chemical Society
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    • 제32권11호
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    • pp.4001-4004
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    • 2011
  • Various 5-substituted 1H-tetrazole derivatives were synthesized in a simple and environmentally benign method from the reaction of aryl and benzyl nitriles with sodium azide in solvent-free media using montmorillonite K-10 clay as solid recyclable heterogeneous acidic catalyst and microwave irradiation in good yields and short reaction times.

Investigation of the Reaction of 6-Amino-3-methyl-4-oxo-3, 4-dihydro-2-pyrimidinylhydrazine

  • Moustafa, M.A.;Gineinah, M.M.;Bayomi, S.M.;Ismaiel, A.M.
    • Archives of Pharmacal Research
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    • 제13권4호
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    • pp.347-350
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    • 1990
  • The hydrazine derivative 2 has been utilized for the synthesis of three different fused 1, 2, 4-triazolo [4, 3-a] pyrimidine derivatives 4, 5, &6 and a tetrazolo [1, 5-a] pyrimidine derivative 7. Reaction of 2 with the chalcone analogue 2-thenylidene-2'-acetothienone, gave the pyrazoline derivative 8.

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Synthesis and Anticonvulsant Activities of N-Cbz-${\alpha}$-aminoglutarimidooxy Carboxylate Derivatives

  • Byun, Ae-Sun;Choi, Jong-Won;Moon, Kyung-Ho;Lee, Chung-Gyu;Park, Min-Soo
    • Archives of Pharmacal Research
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    • 제29권6호
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    • pp.459-463
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    • 2006
  • Previous studies on the anticonvulsant activity of $N-Cbz-{\alpha}-aminoglutarmides$ have shown that the derivatives of $N-Cbz-{\alpha}-amino-N-alkoxy$ glutarimide have significant anticonvulsant activity. In addition, their anticonvulsant activities are dependent on the presence of N-alkoxy groups. Based on these results, a series of $N-Cbz-{\alpha}-amino-glutarimidooxy$ carboxylates derivatives (3a-e) were synthesized in moderate yield using a known synthetic procedure. Their anticonvulsant activities were evaluated using the maximal electroshock seizure (MES) test, the pentylene tetrazole induced seizure (PTZ) test, and the strychinine (Str) threshold test with the ultimate aim of developing more active anticonvulsants. None of the compounds (3a-e) tested showed anticonvulsant activity in the MES and PTZ test. However, all the compounds tested exhibited significant anticonvulsant activity in the Str. test. The most active compound in the Str. test was the methyl ester of $N-Cbz-{\alpha}-amino-glutarimidooxy$ acetic acid 3a $(ED_{50}\;=\;42.9\;mg/kg)$.

새로운 Tetrazole유도체의 합성과 항균활성 (Synthesis and Antibacterial Activity of New Tetrazole Derivatives)

  • Mulwad, V.V.;Pawar, Rupesh B;Chaskar, Atul C
    • 대한화학회지
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    • 제52권3호
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    • pp.249-256
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    • 2008
  • 3-Acetyl/Formyl 4-hydroxy-2H(1)-benzopyran-2-one를 malonitrile와 ethyl cyanoacetate로 처리하여 각각 1,1-dicyano-2-[4/-hydroxy-2/H(1)-benzopyran-2/-one-3/-yl] ethene/propene 2a-h와 ethyl-2-cyano-3-[4/-hydroxy-2/H (1)-benzopyran-2/-one-3/-yl] propenoate/butenoate 3a-h를 얻었다. NaN3와 2a-h의 1.3 dipolar 반응에서 4a-h인 tetrazole유도체를 얻었다. 3a-h는 PPA를 이용한 고리화 반응으로 3-cyano-2H,5H-pyrano [3, 2-c] benzopyran-2,5-diones 5a-h를 얻었다. 5a-h는 NaN3와1.3 dipolar 반응으로 -(1/H-tetrazol-5/-yl)-2H,5H-pyrano[3, 2-c] benzopyran-2,5-diones 6a-h얻었다. 화합물의 구조는 스펙트럼과 자료 분석을 기초로 입증했다.모든 화합물은 항균 활성을 검사하였고 의미있는 항균성을 가짐을 밝혔다. 2h화합물과 4h 화합물은 50 킽/mL에서 활성을 보였다