Date of Award
12-1970
Degree Name
Master of Arts
Department
Chemistry
Access Setting
Masters Thesis-Open Access
Abstract
When aryl sulfonyl azides substituted with electron releasing groups reacted with N,N-diethylaminoprop-l-yne, the products were found to be l-substituted-4-methyl-5-diethylamino-l,2,3-triazoles. However, when the aryl substituents were electron withdrawing, the products were α-diazo amidines.
In solution, the triazoles were found to exist in equilibrium with an α-diazo tautomer. NMR provided a quantitative method of measuring the percentage of triazole and α-diazo amidine tautomer. The equilibrium was measured in various solvents.
The structures of the compounds were proven by chemical degradation to a N,N-diethyl-N'-arylsulfonyl-propion-amidine.
Recommended Citation
Stanley, Frederick Warren, "The Reaction of Substituted Benzenesulfonyl Azides with N,N-Diethylaminoprop-l-yne" (1970). Masters Theses. 2992.
https://scholarworks.wmich.edu/masters_theses/2992