A new synthetic route to 7H-imidazo[1,2-b][1,2,4]triazoles
โ Scribed by Kee-Jung Lee; Dong-Hyuk Song; Dong-Jin Kim; Sang-Woo Park
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 369 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
โฆ Synopsis
Abstract
The reaction of benzil 1โureidoethylidene hydrazones 8 with a mixture of triphenylphosphine, carbon tetrachloride, and triethylamine provides a general route to 7__H__โimidazo[1,2โb][1,2,4]triazoles 18 via the thermal reaction of the expected keto azine carbodiimide intermediates 13, and the structure of 18 was confirmed by Xโray crystallographic analysis.
๐ SIMILAR VOLUMES
Hydrazonoyl bromides 1a-c react with 5-amino-3phenyl-1H-pyrazole, 5-amino-1H-1,2,4-triazole, 2aminopyridine, 2-aminopyrimidine, and 2-aminobenzimidazole to afford the corresponding imidazo[1,2-b]pyrazoles 10, imidazo[1,2-b]-1,2,4-triazoles 11, imidazo[1,2-a]pyridines 16, imidazo[1,2-a]pyrimidines 17
## Abstract magnified image Reactions of 4โarylhydrazonoโ2โmethylthioโimidazolinโ5(1__H__)โone **3** with various hydrazonoyl halides **1** proved to be siteโselective and yielded the respective imidazo[2,1โ__c__][1,2,4]triazole derivatives **8**. The structure of the latter was elucidated by Xโra