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Synthesis, molecular structure, electrochemistry and DFT study of a ferrocenyl-substituted 4-quinazolinone and related heterocycles

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10134332" target="_blank" >RIV/00216208:11310/13:10134332 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1039/c3nj00182b" target="_blank" >http://dx.doi.org/10.1039/c3nj00182b</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/c3nj00182b" target="_blank" >10.1039/c3nj00182b</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis, molecular structure, electrochemistry and DFT study of a ferrocenyl-substituted 4-quinazolinone and related heterocycles

  • Original language description

    2-Ferrocenyl-4(3H)-quinazolinone (2) was obtained by acylation of 2-aminobenzoic amide with ferrocenecarbonyl chloride (FcCOCl) and subsequent base-catalysed cyclisation of the intermediate 2-(ferrocenecarboxamido)benzamide (1). The related benzoxazin-4-one (4) was obtained analogously (though in one step) from FcCOCl and 2-aminobenzoic acid. Compounds 2 and 4 were thionated with P2S5 to give the corresponding ferrocenylated 4(3H)-quinazoline thione (3), and a mixture of benzothiazine-4-thione (5) and benzothiazine-4-one (6, major), respectively. Attempts to prepare 3-amino-2-ferrocenyl-4(3H)-quinazolinone from 4 and hydrazine hydrate failed. The reaction gave only 2-(ferrocenecarboxamido)benzohydrazide (7), which reacted with 2-chloro-1,3-dimethylimidazolidinium chloride to afford a mixture of cyclic and open (major) condensation products, both bearing the 1,3-dimethylimidazolidin-2-ylidene terminal group (8 and 9). All compounds were characterised by spectroscopic methods and the mol

  • Czech name

  • Czech description

Classification

  • Type

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

  • CEP classification

    CA - Inorganic chemistry

  • OECD FORD branch

Result continuities

  • Project

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2013

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    New Journal of Chemistry

  • ISSN

    1144-0546

  • e-ISSN

  • Volume of the periodical

    37

  • Issue of the periodical within the volume

    7

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    12

  • Pages from-to

    2019-2030

  • UT code for WoS article

    000320466600024

  • EID of the result in the Scopus database