Author

Ogbu

Date of Award

4-1988

Degree Name

Master of Arts

Department

Chemistry

First Advisor

Dr. Robert E. Harmon

Second Advisor

Dr. Donald Berndt

Third Advisor

Dr. Ralph Steinhaus

Access Setting

Masters Thesis-Open Access

Abstract

This research project consists of two parts. The first involved the synthesis of a novel quininoxaline di-N-oxide via benzofuroxan. The second part was the use of this compound as a synthetic precursor.

It was assumed that 3,4-dimethylaniline would be successfully converted to 5,6-dimethybenzofurazan 1-oxide (5,6-dimethybenzofuroxan) through a sequence of reaction steps. Fortunately, this assumption was correct as the desired compound was produced. This compound was utilized in synthesizing the novel 3-acetyl-2,6,7-trimethylquinoxaline 1,4-dioxide. From the structure of this adduct, it is believed that it will take part in condensation reactions associated with methyl ketones without disrupting the quinoxaline di-N-oxide framework, and this is demonstrated by its reactions with a variety of aromatic aldehydes.

Some portions of 3-acetyl-2,6,7-trimethylquinoxaline 1,4-dioxide were reacted with aromatic aldehydes to produce 3-acyl-2,6,7-trimethylquinoxaline 1,4-dioxides which are novel. The reaction descriptions, spectra, and microanalyses will help to clarify these findings.

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