Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of Nitrogen-containing Heterocyclic Compounds. XXVIII. The Reissert Reaction of 4, 6-Phenanthroline
YOSHIKI HAMADAKENICHI MORISHITAMINORU HIROTA
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1978 Volume 26 Issue 2 Pages 350-358

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Abstract
Reissert compounds (II to XI) were obtained by the application of potassium cyanide and acyl chloride to 4, 6-phenanthroline (I) in dichloromethane and water. Reaction of I with silver cyanide and benzoyl chloride afforded the Reissert compounds (XI to XIII), and XIII had an amino group. Reaction of XI with methanol or ethanol gave the Reissert compound XII or XIV. Reaction of XV, XVI, and XVII with potassium cyanide and benzoyl chloride gave compounds (XVIII to XXII). This Reissert reaction was examined by Huckel's approximation and its results on Reissert compounds obtained agreed approximately with experimental results.
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© The Pharmaceutical Society of Japan
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