Thesis - Open Access
Master of Science (MS)
The purpose of the research described in this thesis was twofold. Attempts were made to prepare several 4-alkyl (aryl)-2-methylsemicarbazides, many of which had not been prepared previously. The successful synthesis involved the addition of alkyl and aryl isocyanates to methyl hydrazine under controlled conditions. Secondly, the products from the pyrolysis of the semicarbazides were characterized and found to be 4-alkyl (aryl)-1-methylurazoles. The mechanism of the thermal reaction was elucidated. It was hoped, based on structural similarities to known active agents, that biologically active materials would be obtained. Products are currently undergoing evaluation for biological activity. Anomalous behavior was observed upon the pyrolysis of _4-1-butyl-2-methylsemicarbazide. 4-Methylamino-1-methylurazole was obtained instead of the expected 1, 4-dialkylurazole. An intramolecular rearrangement with dimethyl-£-urazine as an unstable Intermediate would explain the result.
Library of Congress Subject Headings
Organic Compounds -- Synthesis
Number of Pages
South Dakota State University
Sherwood, Bob Edwin, "The Preparation and Pyrolysis of 2-methyl-4-alkyl(aryl)semicarbazides" (1969). Electronic Theses and Dissertations. 3604.