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Synthesis and reactions of indane-1,3-dione-2-thiocarboxanilides with hydrazonoyl halides and active chloromethylene compounds

✍ Scribed by Nehal M. Elwan; Huwaida M. Hassaneen; Hamdi M. Hassaneen


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
109 KB
Volume
13
Category
Article
ISSN
1042-7163

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✦ Synopsis


Abstract

A novel synthesis of thiadiazoline derivatives 12 and 14 via treatment of indane‐1,3‐dione‐2‐thiocarboxanilides (5) with hydrazonoyl halides 1 and 2 is reported. Also, active chloromethylene compounds 15 react with 5 to give thiazole derivatives 19. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:585–591, 2002; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10132


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Reaction with hydrazonoyl halides. Part
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## Abstract C‐acyl‐N‐(3‐phenyl‐5‐pyrazolyl)hydrazonoyl chlorides **1a,b** react with potassium thiocyanate and potassium selenocyanate to give 5‐acyl‐2,3‐dihydro‐2‐imino‐3‐(3′‐phenyl)pyrazol‐5′‐yl)‐1,3,4‐thiadiazoles **2a,b** and 5‐acetyl‐2,3‐dihydro;‐2‐imino‐3‐(3′‐phenyl)pyrazol‐5′‐yl)‐1,3,4‐selen

Reactions with hydrazonoyl halides XXVII
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## Hydrazonoyl halides have been caused to react with each of methyl 5-ethoxycarbonyl-4-methylthiazole-2-aminothiocarbamate, benzyl 5-ethoxycarbonyl-4-methylthiazole-2-aminothiocarbamate, and 5-ethoxycarbonyl-4-methylthiazol-2-ylphenylthiourea in the presence of triethylamine to give 2-imino-(5-eth