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A Modular Synthesis of N-Benzotriazole Ureas Using Alkylation of 5-Nitrobenzotriazole

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F16%3A00469894" target="_blank" >RIV/61388963:_____/16:00469894 - isvavai.cz</a>

  • Alternative codes found

    RIV/00216208:11310/16:10324183

  • Result on the web

    <a href="http://dx.doi.org/10.1002/slct.201600025" target="_blank" >http://dx.doi.org/10.1002/slct.201600025</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/slct.201600025" target="_blank" >10.1002/slct.201600025</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    A Modular Synthesis of N-Benzotriazole Ureas Using Alkylation of 5-Nitrobenzotriazole

  • Original language description

    N-Alkylations of monosubstituted benzotriazoles yield isomeric products with distinct topology, i.e. 1H- or to 2H- isomers. Therefore, the molecular shape of these compounds varies and this results in distinct biological and physical properties. Herein, a protocol for the simple synthesis of various alkyl-aminobenzotriazoles using 5-nitrobenzotriazole is reported. This synthetic approach furnishes 2-alkyl-5-nitro-2H-benzotriazoles as major products in most of the attempted cases. All three obtained isomers were separable from each other by standard column chromatography. In addition, three alternative approaches furnishing selectively substituted alkyl-amino-1H-benzotriazoles are described. Finally, a library of sixty-eight N-benzotriazoylureas and six N-benzotriazoylthioureas was synthesized by reactions with either isocyanates (phenyl chloroformate) or isothiocyanates.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CE - Biochemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GA13-19561S" target="_blank" >GA13-19561S: Design, characterization and mechanism of action of novel inhibitors of HIV assembly</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2016

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    ChemistrySelect

  • ISSN

    2365-6549

  • e-ISSN

  • Volume of the periodical

    1

  • Issue of the periodical within the volume

    1

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    7

  • Pages from-to

    101-107

  • UT code for WoS article

    000392410300016

  • EID of the result in the Scopus database