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Synthesis of 1-(phenylsulfanyl/phenoxy)-3H-naptho[1,2,3-de]quinoline-2,7-diones

✍ Scribed by Jagan Reddy Etukala; J. S. Yadav

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
205 KB
Volume
19
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

A convenient method is devised to synthesize 1‐(phenylsulfanyl/phenoxy)‐3__H__‐naptho[1,2,3‐de]quinoline‐2,7‐dione analogs in high yield for the first time by condensation of 2‐bromo‐N‐(9,10‐dixo‐dihydro‐anthracen‐1‐yl)‐acetamide with benzenethiol/phenol using potassium carbonate. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:221–227, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20399

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## Abstract 4‐Hydroxy‐1__H__‐quinolin‐2‐ones (**1**) react with thiocyanogen in acetic acid to the corresponding 3‐thiocyanato‐1__H__,3__H__‐quinoline‐2,4‐diones (**2**) in good yields. In some cases, 3‐bromo‐1__H__,3__H__‐quinoline‐2,4‐diones (**4**) were isolated as minor reaction products. Compo