Synthesis and characterization of heterocyclic derivatives from 2-azo benzothiazole

Other Title(s)

تحضير و تشخيص مشتقات جديدة غير متجانسة للمركب 2-ازوبنزوثايازول

Dissertant

Mahmud, Maha Qasim

Thesis advisor

al-Tamimi, Intisar Uayd Prisse

University

University of Baghdad

Faculty

College of Science

Department

Chemistry Department

University Country

Iraq

Degree

Ph.D.

Degree Date

2012

English Abstract

Several benzothiazole derivatives have long been known for their diverse biological properties, mainly as antiviral, antibacterial, antifungal and anti-inflammatory agents.

Azo compounds also have biological activity.

In addition, 1,2,4-triazole,1,3,4-thiadiazole and 1,3,4-oxadiazole, were reported to constitute the pharmacologically active moiety of several compounds.

On these bases, new series of 2-azobenzothiazole derivatives, in which the adamantly moiety was attached to 1,2,4-triazole, 1,3,4- thiadiazole and 1,3,4-oxadiazole nucleus, have been synthesized as possible potential bioactive agents.

In order to obtain the target compounds, the following routes were adopted :- 1- Preparation of 2-amino benzothiazole and their derivatives (1-5), from reaction of r- substituted aniline with ammonium thiocyanate in the present of bromine as catalyst.

2- Involved diazotation and coupling reaction to form azo compounds by converted amino group to dizonum salt by react with NaNO2 / H2SO4 in low temperatures then coupling with substituted phenols to yield compounds (6-45).

3- Reaction of coupled products with ethyl 2-bromo propionate and anhydrous K2CO3 in dry acetone to yield the new ester derivatives (46 -62 ).

4- The ester group was converted to N-substituted thiosemicarbazide by reaction with thiosemicarbazide in absolute ethanol to form compounds ( 63 -70).

5- Also the ester group was converted to N-substituted semicarbazide by reaction with semicarbazide in absolute ethanol to form compounds (71-78).

6- The N-substituted semicarbazide react with acid to yield 5- {substituted}2-amino-1,3,4-oxadiazole (79-86).

XXVIII 7- The N-substituted thiosemicarbazide react with base to yield 5-{substituted} 2-amino 1,2,4-triazole (87-94), also react with acid to form 5-{substituted}2-amino 1,3,4- thiadiazole ( 95-102).

Main Subjects

Chemistry

Topics

No. of Pages

229

Table of Contents

Table of contents.

Abstract.

Abstract in Arabic.

Chapter One : Introduction.

Chapter Two : Experimental part.

Chapter Three : Results and discussion.

References.

American Psychological Association (APA)

Mahmud, Maha Qasim. (2012). Synthesis and characterization of heterocyclic derivatives from 2-azo benzothiazole. (Doctoral dissertations Theses and Dissertations Master). University of Baghdad, Iraq
https://search.emarefa.net/detail/BIM-600561

Modern Language Association (MLA)

Mahmud, Maha Qasim. Synthesis and characterization of heterocyclic derivatives from 2-azo benzothiazole. (Doctoral dissertations Theses and Dissertations Master). University of Baghdad. (2012).
https://search.emarefa.net/detail/BIM-600561

American Medical Association (AMA)

Mahmud, Maha Qasim. (2012). Synthesis and characterization of heterocyclic derivatives from 2-azo benzothiazole. (Doctoral dissertations Theses and Dissertations Master). University of Baghdad, Iraq
https://search.emarefa.net/detail/BIM-600561

Language

English

Data Type

Arab Theses

Record ID

BIM-600561