Synthesis of Some New Heterocyclic Compounds [(-1,3,4-oxadiazole), (1,3,4-oxadiazole-2-thiol), (1,3,4-thiadiazole), (1,2,4-triazin-5-one), (1,2,4-triazole-3-thiol)] containing Fluorine moiety, Derived from 9H-fluorene-2-carboxylic acid

Authors

  • thawra ahmad tishreen university

Abstract

A series of new fluorine derivative have been   synthesized. The compound (1) was prepared by esterification of  9H-fluorene-2-carboxylic acid with concentrated sulphuric acid  in absolute ethanol. The compound (2) was prepared by treatment fluorine  etanawate with hydrate hydrazine in absolute ethanol. compound (2) with carbon disulphide in alkaline medium afforded  after acidic treatment the compound (3). The compound (4) was prepared by condensation of  compound (2) with 2-chloroacetamide.The compound (5) was prepared by treatment of  compound (2) with phenylisothiocyanate.

The compound (5) was oxidatively cyclised to the compound (6) by elimination of  H2S using iodine and potassium iodide in ethanolic sodium hydroxide. The compound (7) was obtained by cyclisation of the compound (5) by treating with cold concentrated  sulphuric  acid. The compound (5) by heating with 4N(NaOH) through  dehydration to afford the compound (8).

The structures of synthesized compounds has been established on the basis of their spectral (FT-IR,          1H-NMR, 13C-NMR, elemental analysis) data. TLC confirmed the purity of the compounds.

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Published

2024-11-02

How to Cite

1.
أحمد ث. Synthesis of Some New Heterocyclic Compounds [(-1,3,4-oxadiazole), (1,3,4-oxadiazole-2-thiol), (1,3,4-thiadiazole), (1,2,4-triazin-5-one), (1,2,4-triazole-3-thiol)] containing Fluorine moiety, Derived from 9H-fluorene-2-carboxylic acid . TUJ-BA [Internet]. 2024Nov.2 [cited 2025Apr.22];46(3):59-76. Available from: https://journal.tishreen.edu.sy/index.php/bassnc/article/view/17170

Issue

Vol. 46 No. 3 (2024): Tishreen University Journal of Research and Scientific Studies - Basic Sciences Series

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