A comparative study of the rearrangement of some 6??and 7??halo??substituted 3??amino??3, 4??dihydro??l??hydroxycarbostyrils in concentrated hydrohalic acids

TJ Mccord, CP Crawford, JA Rabon…

Index: McCord, Tommy J.; Crawford, Charles P.; Rabon, James A.; Gage Larry D.; Winter, J. Mark; Davis, Alvie L. Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 401 - 406

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Citation Number: 5

Abstract

Abstract The 6-bromo (16), 6-fluoro (17), 7-bromo (14), and 7-fluoro (15) substituted 3-amino- 3, 4-dihydro-l-hydroxycarbostyrils were treated with concentrated hydrochloric and hydrobromic acids under reflux conditions. The 7-halogenated N-hydroxycarbostyrils (14, 15) gave the normal rearrangement products, the 6, 7-dihalolactams (18–21). The 6- halogenated compounds (16, 17) yielded the corresponding 6, 8-dihalolactams (22–24) ...