An Unusual Ring Contraction in the Formation of N‐Nitrosohexamethyleneimine and N‐Nitrosopiperidine from Tolazamide
Dalton, David R.
Harrington, George W.
Permanent link to this recordhttp://hdl.handle.net/20.500.12613/6306
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AbstractThe previously reported reaction of tolazamide with nitrite, under physiological conditions, to form N‐nitrosohexamethyleneimine and surprisingly, N‐nitrosopiperidine was confirmed. By using the six‐membered ring analogue of tolazamide, 1‐(piperidyl)‐3‐(p‐tolylsulfonyl)urea, which yields the corresponding N‐nitrosopiperidine and N‐nitrosopyrrolidine, the present study shows that an unusual ring contraction occurs, excising the carbon alpha to the nitrogen.
CitationEshraghi, J., Longo, J., Dalton, D.R. and Harrington, G.W. (1990), An Unusual Ring Contraction in the Formation of N‐Nitrosohexamethyleneimine and N‐Nitrosopiperidine from Tolazamide. Japanese Journal of Cancer Research, 81: 324-326. https://doi-org/10.1111/j.1349-7006.1990.tb02570.x
Citation to related workWiley
Has partJapanese Journal of Cancer Research, Vol. 81, Iss. 4
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