Some reactions of 3-cyano-4-(p-methoxyphenyl)-5-oxo-5,6,7,8-tetrahydro-quinoline-2(1H)-thione; Synthesis of new tetrahydroquinolines and tetrahydrothieno[2,3-b]quinolines

Abstract

In this paper, 3-cyano-4-(p-methoxyphenyl)-5-oxo-5,6,7,8-tetrahydroquinoline-2(1H)-thione (2) was prepared and reacted with methyl iodide to give the corresponding 2-methylthio derivative 3. Fusion of compound 2 or 3 with hydrazine hydrate produced the aminopyrazolotetrahydroquinoline-5-hydrazone 4. Reaction of both compounds 2 and 3 with phenylhydrazine or thiosemicarbazide led to the formation of condensation products 6a,b and 9a,b respectively. Reaction of cyanoquinolinethione 2 with some α-halocarbonyl compounds namely; ethyl chloroacetate, chloroacetamide, chloro-N-(p-tolyl)acetamide and phenacyl bromide gave the corresponding alkylated products 10a-d. On treatment of the latter compounds with sodium ethoxide in boiling ethanol, they underwent intramolecular Thorpe-Zeigler cyclization affording the corresponding tetrahydrothieno[2,3-b] quinolines 11a-d. The elemental analyses and spectroscopic data of all compounds are in agreement with their proposed structures.

Congruence Study between the Continuous Chemical Reactor (CSTR) and the Maturation Oxidation Ponds within Wastewater Treatment

“…The high bioaccumulation abilities of (Chlorophyta) Green and (cyanophyta) blue-green Algae for metals selecting are illustrated by the result acquired in Table 5 and Table 6 and Figure 7. work confirms the previous data that clarifies the importance of scientific research in nature (Ahmed et al, 2022;Abdel-Raheem et al, 2021a, 2021c, 2021dTolba et al, 2021aTolba et al, , 2021bAbdel-Raheem et al, 2020;Bakhite et al, 2017;Kamal El-Dean et al, 2019a, 2019bTolba et al, 2022aTolba et al, , 2022bAbdelhafeez et al, 2022;Abdelhamid et al, 2021;Elhady et al, 2022;Kaid et al, 2022;Mohamed et al, 2022;Abd-Ella et al, 2022;Gad et al, 2021;Al-Taifi et al, 2016;Bakhite et al, 2014;Fouad et al, 2023).…”