S. I. Kutkevichus, K. S. Sherenas, R. I. Poshyunas
Jul 1, 1974
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Journal
Chemistry of Heterocyclic Compounds
Abstract
Thionyl chloride chlorinates 3-phenoxy-1,2,3,4-tetrahydrobenzo[h]quinolines in the 6 position at room temperature, but at 75–80°C it also partially chlorinates these compounds in the 4 position, which is accompanied by aromatization of the tetrahydropyridine ring. In the case of 3-(2,4,6-tribromophenoxy)-1,2,3,4-tetrahydrobenzo[h]quinoline, a tribromophenol residue is partially split out to give 4,6-dichlorobenzo[h]quinoline.