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On triazoles XLI [1]. Synthesis of meso-ionic [1,2,4]triazolo[5,1-c]thiadiazoles

✍ Scribed by József Reiter; József Barkóczy; Gyula Argay; Alajos Kálmán

Book ID
102893977
Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
512 KB
Volume
37
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Type 6 meso‐ionic [1,2,4]triazolo[5,1‐c]thiadiazoles were synthesised by oxidation of the corresponding N‐methyl‐N'‐(substitutedbenzal)‐5‐amino‐3‐substituted‐1,2,4‐triazol‐1‐yl)thiohydrazide (3) type bases or their [1,2,4]triazolo[5,1‐d][1,2,3,6]tetrazepin‐5‐thion (4) type ring tautomers. Besides spectroscopical evidence a preparative proof of their structure was also provided. X‐ray diffraction analysis of 3‐methylthio‐6‐morpholino‐1,2,4‐triazolo[5,1‐c]thiadiazole (8) showed quite unusual bond lengths for the N^1^‐S and S‐C^3^ bonds of the thiadiazole ring proving the meso‐ionic character of these derivatives unequivocally.

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ChemInform Abstract: Triazoles. Part 41.
ChemInform Abstract: Triazoles. Part 41. Synthesis of Mesoionic [1,2,4]Triazolo[5,1-c]thiadiazoles.
✍ Jozsef Reiter; Jozsef Barkoczy 📂 Article 📅 2000 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views

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