Synthesis and properties of some new 3-substituted thieno [2,3-e]-1, 4, 2-dithiazine-1,1-dioxides
Other Title(s)
تحضير و دراسة خواص بعض مركبات ثيينو-[2, 3-e]-2, 4, 1-ثنائي تيازين-1,1-ثنائي الأكسيدات
Dissertant
Masad, Muhannad Husayn Muhammad
Thesis advisor
Comitee Members
al-Adwan, Sultan T. Abu Urabi
al-Abadelah, Mustafa M.
Tashtush, Hasan
University
Al albayt University
Faculty
Faculty of Sciences
Department
Department of Chemistry
University Country
Jordan
Degree
Master
Degree Date
2010
English Abstract
A new series of 3-alkylthio-6-chlorothieno [2, 3-e]-1, 4, 2-dithiazine-1, 1-dioxides (51a-e) was prepared using a new synthetic approach. This has been established by the reaction of carbon disulfide with 2, 5-dichloro thiophene-3-sulphonamide which in first place was afforded by deprotonation using sodium hydride as a base, followed by alkylation of the intermediate 3-thione-2, 3-dihydro-6-chlorothieno[2, 3-e]-1, 4, 2-dithiazine-1, 1-dioxide sodium salt (50) with alkyl halides. Desulfonation of 3-methylthio-6-chlorothieno [2, 3-e]-1, 4, 2-dithiazine-1, 1-dioxides (51a) with sulfuryl chloride to produce 3,6-dichlorothieno [2, 3-e]-1, 4, 2-dithiazine-1, 1-dioxide (52), which was used as a potential starting reagent for the synthesis of 3-alkylthio and 3-arylamino-6-chlorothieno[2, 3-e]-1, 4, 2-dithiazine-1, 1-dioxide (53a, b), represents a new approach for the synthesis of similar derivatives. In addition, the derivatives, 2-alkyl-3-(substitutedimino)-2, 3-dihydro-6-chlorothieno [2, 3-e]-1, 4, 2-dithiazine-1, 1-dioxide (55a, 51b), were also prepared via the reaction of N-alkyl-2, 5-dichlorothiophene-3-sulfoneamide (54a-c) with sodium hydride and the appropriate isothiocyanate derivatives in good yields. The structures of all new bicyclic derivatives were suggested based on microanalytical analysis together with MS and NMR spectroscopy. Biological evaluation of the new compounds shows no significant activity against both gram positive bacteria (E.
coli) and gram negative (S.
aureus).
Main Subjects
Topics
No. of Pages
147
Table of Contents
Table of contents.
Abstract.
Chapter One : introduction.
Chapter Two : experimental.
Chapter Three : result and discussion.
References.
American Psychological Association (APA)
Masad, Muhannad Husayn Muhammad. (2010). Synthesis and properties of some new 3-substituted thieno [2,3-e]-1, 4, 2-dithiazine-1,1-dioxides. (Master's theses Theses and Dissertations Master). Al albayt University, Jordan
https://search.emarefa.net/detail/BIM-314653
Modern Language Association (MLA)
Masad, Muhannad Husayn Muhammad. Synthesis and properties of some new 3-substituted thieno [2,3-e]-1, 4, 2-dithiazine-1,1-dioxides. (Master's theses Theses and Dissertations Master). Al albayt University. (2010).
https://search.emarefa.net/detail/BIM-314653
American Medical Association (AMA)
Masad, Muhannad Husayn Muhammad. (2010). Synthesis and properties of some new 3-substituted thieno [2,3-e]-1, 4, 2-dithiazine-1,1-dioxides. (Master's theses Theses and Dissertations Master). Al albayt University, Jordan
https://search.emarefa.net/detail/BIM-314653
Language
English
Data Type
Arab Theses
Record ID
BIM-314653
