Synthesis of Cyclic N-nitrourethanes by the Simultaneous Oxidative Desulfurization and Nitration of Cyclic Thiourethanes

Authors

Rodney L. Willer, University of Southern MississippiFollow
Christopher G. Campbell, University of Southern MississippiFollow
Robson F. Storey, University of Southern MississippiFollow

Document Type

Article

Publication Date

3-1-2012

School

Polymer Science and Engineering

Abstract

The reaction of five- and six-membered cyclic thiourethanes with acetyl nitrate results in a vigorous reaction that generates copious amounts of redbrown nitrogen oxide fumes and produces the corresponding cyclic N-nitrourethanes in high yields (>95%). The overall yield of the cyclic N-nitrourethanes starting from an aminoalcohol using the thiourethane route is superior to the conventional route going through the cyclic urethane. J. Heterocyclic Chem., (2011).

Publication Title

Journal of Heterocyclic Chemistry

Volume

49

Issue

2

First Page

421

Last Page

423

Recommended Citation

Willer, R. L., Campbell, C. G., Storey, R. F. (2012). Synthesis of Cyclic N-nitrourethanes by the Simultaneous Oxidative Desulfurization and Nitration of Cyclic Thiourethanes. Journal of Heterocyclic Chemistry, 49(2), 421-423.
Available at: https://aquila.usm.edu/fac_pubs/254