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Synthesis of [1,2,4]triazolo[3,4-b][1,3]thiazine-5-carboxylates via one-pot reaction of N-substituted-hydrazino-carbothioamides with diethyl maleate
✍ Scribed by Ashraf A. Aly; Alaa A. Hassan; Yusria R. Ibrahim; Mohamed Abdel-Aziz
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2009
- Tongue
- English
- Weight
- 220 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.173
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✦ Synopsis
Abstract
magnified image
Diethyl maleate reacts with N‐substituted‐hydrazino‐carbothioamides to form ethyl [1,2,4]triazolo[3,4‐b][1,3]thiazine‐5‐carboxylates. Reaction proceeds via bicyclization and oxidation processes. J. Heterocyclic Chem. (2009).
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## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The reaction of 3‐__N__‐(2‐mercapto‐4‐oxo‐4__H__‐quinazolin‐3‐yl)acetamide (**1**) with hydrazine hydrate yielded 3‐amino‐2‐methyl‐3__H__‐[1,2,4]triazolo[5,1‐__b__]quinazolin‐9‐one (**2**). The reaction of **2** with __o__‐chlorobenzaldehyde and 2‐hydroxy‐naphthaldehyde gave the corresp