N-UNSUBSTITUTED SULFENAMIDES BY ELECTROPHILIC AMINATION OF MERCAPTO COMPOUNDS

Authors
ANDREAE S
Citation
S. Andreae, N-UNSUBSTITUTED SULFENAMIDES BY ELECTROPHILIC AMINATION OF MERCAPTO COMPOUNDS, Journal fur praktische Chemie, Chemiker-Zeitung, 339(2), 1997, pp. 152-158
Citations number
5
Categorie Soggetti
Chemistry,"Chemistry Applied
Journal title
Journal fur praktische Chemie, Chemiker-Zeitung → ACNP
ISSN journal
09411216
Volume
339
Issue
2
Year of publication
1997
Pages
152 - 158
Database
ISI
SICI code
0941-1216(1997)339:2<152:NSBEAO>2.0.ZU;2-N
Abstract
Potential mercapto compounds derived from electron deficient heterocyc les as 2- and 4-thiouracils, pyridines and pyridine-1-oxide are aminat ed by the oxaziridine 1 to new sulfenamides (6, 9, 11 and 15 or the is othiazolo-pyridine 14) which add to phenylisocyanates forming sulfenyl ureas (7, 10, 12 and 16). Several other mercapto compounds gave disulf ides. Attempts of oxidation of the sulfenamides and the sulfenylureas were unsuccessful. The methylmercapto compound 19 after amination was hydrolyzed to the sulfoxide 20.