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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 21
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Original Articles

Synthesis of Alkyl (5-Oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetates by the Reaction of N-Aminorhodanine, Dialkyl Acetylenedicarboxylates, and Triphenylphosphine

Mohammad Anary-Abbasinejad Department of Chemistry, Islamic Azad University, Yazd Branch, Yazd, IranCorrespondence[email protected]
,
Mohammad H. Mosslemin Department of Chemistry, Islamic Azad University, Yazd Branch, Yazd, Iran
,
Alireza Hassanabadi Department of Chemistry, Islamic Azad University, Yazd Branch, Yazd, Iran
&
Masoumeh Tabatabaee Department of Chemistry, Islamic Azad University, Yazd Branch, Yazd, Iran
Pages 3700-3705 | Received 11 Apr 2008, Published online: 14 Oct 2008
 
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Abstract

Protonation of the reactive zwitterionic intermediate produced from the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates by N-aminorhodanine followed by the addition of the conjugate anion of N-aminorhodanine on the produced vinylphosphonium cation leads to alkyl (5-oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetates in good yields.

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