Jump to main content
Jump to site search

Issue 7, 1996
Previous Article Next Article

Antitumour benzothiazoles. Part 4. An NMR study of the sites of protonation of 2-(4-aminophenyl)benzothiazoles

Abstract

The behaviour of the series of antitumour 2-(4-aminophenyl)benzothiazoles 1a–e in acid solution has been probed by 13C and 15N NMR methods and the sites of protonation determined. The parent compound 2-(4-aminophenyl)benzothiazole 1a and the 2-(4-amino-3-methylphenyl) analogue 1b undergo initial protonation at the exocyclic amino group followed by protonation at the N-3 atom of the benzothiazole nucleus: those analogues with a 3′-halogen substituent, compounds 1c–e, protonate initially at N-3. These observations have potential pharmaceutical significance.

Back to tab navigation

Article information


J. Chem. Soc., Perkin Trans. 2, 1996, 1271-1274
Article type
Paper

Antitumour benzothiazoles. Part 4. An NMR study of the sites of protonation of 2-(4-aminophenyl)benzothiazoles

R. T. Wheelhouse, D. Shi, D. E. V. Wilman and M. F. G. Stevens, J. Chem. Soc., Perkin Trans. 2, 1996, 1271
DOI: 10.1039/P29960001271

Search articles by author

Spotlight

Advertisements