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Synthesis and antimicrobial activities of some new 1,2,4-triazole derivatives

Bayrak, Hacer; Demirbas, Ahmet; Bektas, Hakan; Karaoglu, Sengul Alpay; Demirbas, Neslihan


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/28213</identifier>
  <creators>
    <creator>
      <creatorName>Bayrak, Hacer</creatorName>
      <givenName>Hacer</givenName>
      <familyName>Bayrak</familyName>
      <affiliation>Karadeniz Tech Univ, Dept Chem, Fac Arts &amp; Sci, TR-61080 Trabzon, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Demirbas, Ahmet</creatorName>
      <givenName>Ahmet</givenName>
      <familyName>Demirbas</familyName>
      <affiliation>Karadeniz Tech Univ, Dept Chem, Fac Arts &amp; Sci, TR-61080 Trabzon, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Bektas, Hakan</creatorName>
      <givenName>Hakan</givenName>
      <familyName>Bektas</familyName>
      <affiliation>Giresun Univ, Fac Sci, Dept Chem, TR-28100 Giresun, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Karaoglu, Sengul Alpay</creatorName>
      <givenName>Sengul Alpay</givenName>
      <familyName>Karaoglu</familyName>
      <affiliation>Rize Univ, Dept Biol, TR-53100 Rize, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Demirbas, Neslihan</creatorName>
      <givenName>Neslihan</givenName>
      <familyName>Demirbas</familyName>
      <affiliation>Karadeniz Tech Univ, Dept Chem, Fac Arts &amp; Sci, TR-61080 Trabzon, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>Synthesis And Antimicrobial Activities Of Some New 1,2,4-Triazole Derivatives</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2010</publicationYear>
  <dates>
    <date dateType="Issued">2010-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/28213</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.3906/kim-1004-570</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">The synthesis of ethyl [3-(cyanomethyl)-5-alkyl-4H-1,2,4-triazol-4-yl] carbamates (2a-d) was performed starting from ethyl 2-[ethoxy(4-(aryl) methylene] hydrazinecarboxylates (1a, 1b). The treatment of 2a with thiosemicarbazide afforded ethyl [3-[(5-amino-1,3,4-thiadiazol-2-yl) methyl]-5-(4-nitrophenyl)-4H-1,2,4-triazol- 4-yl] carbamates (3a), whereas compound 2b produced 5-{[4-amino-5-(4-methylphenyl)-4H -1,2,4-triazol-3-yl] methyl}-1,3,4-thiadiazol-2-amine (3b) in the same reaction conditions. The treatment of tert butyl 2-[2-(4-chlorophenyl)-1-ethoxyethylidene] hydrazinecarboxylate (5) with malonohydrazide or cyanoacethydrazide gave the corresponding 1,2,4-triazol-ylcarbamate derivatives (6 or 9); then the hydrolysis of these compounds resulted in the formation of 3-{[4-amino-5-(4-chlorobenzyl)-4H -1,2,4-triazol-3-yl] methyl}5-(4-chlorobenzyl)-4H -1,2,4-triazol-4-amine (7) and [4-amino-5-(4-chlorobenzyl)-4H -1,2,4-triazole-3-yl] acetonitrile (10), respectively. The synthesis of the Schiff base derivatives 3-(4-chlorobenzyl)-5-{[5-(4-chlorobenzyl)-4-[(2-hydroxyphenyl-methylene) amino]-4H -1,2,4-triazol-3-yl] methyl}-N-(2-hydroxyphenylmethylene)4H-1,2,4-triazol-4-amine (8), and (5-(4-chlorobenzyl)-4-{[(2,6-dichlorophenyl) methylene] amino}-4H -1,2,4-triazol-3-yl) acetonitrile (12) was performed from the reaction of compounds 7 and 10 with salicyl aldehyde (for 8) or 2,6-dichlorobenzaldehyde (for 12), respectively. The treatment of compounds 5 or 10 with thiosemicarbazide gave 5-{[4-amino-5-(4-chlorobenzyl)-4H -1,2,4-triazol-3-yl] methyl}-1,3,4-thiadiazol-2-amine (11).</description>
  </descriptions>
</resource>
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