4-HYDROXY-2-QUINOLONES. 200. BROMINATION OF 1-R-4-HYDROXY-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBOXYLIC ACID PYRIDINYLMETHYLENE HYDRAZIDES

Abstract

The behavior of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid pyridinylmethylene- hydrazides under bromination conditions using molecular bromine has been studied. It has been found that the 1-N-allyl derivative is characteristically halocyclized to the corresponding oxazolo[3,2-a]quinoline, whereas the 1-N-hexylsubstituted acylhydrazone is unexpectedly brominated in the azomethine fragment.

Authors: I. V. Ukrainets, E. V. Mospanova, O. V. Gorokhova, and S. V. Shishkina

English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (8), pp 1014-1019

http://link.springer.com/article/10.1007/s10593-011-0868-z