Ring-chain isomerism of ethyl 7-polyfluoroalkyl-7-hydroxy-4,7-dihydro[1,2,4]triazolo[1,5- a]pyrimidine-6-carboxylates

Cyclisation of ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates with 3-amino-1 H-[1,2,4]triazole gives ethyl 7-polyfluoroalkyl-7-hydroxy-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylates that are subject to ring–chain isomerisation in solution, depending on the solvent and the l...

Full description

Saved in:
Bibliographic Details
Published in:Mendeleev communications 2008-09, Vol.18 (5), p.276-277
Main Authors: Pryadeina, Marina V., Burgart, Yanina V., Saloutin, Viktor I., Chupakhin, Oleg N.
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Cyclisation of ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates with 3-amino-1 H-[1,2,4]triazole gives ethyl 7-polyfluoroalkyl-7-hydroxy-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylates that are subject to ring–chain isomerisation in solution, depending on the solvent and the length of the polyfluoroalkyl substituent, to yield ethyl 3-polyfluoroalkyl-3-oxo-2-{([1,2,4]triazol-3-yl)aminomethylidene}propionates via heterocyclic ring opening at the C(7)–N(8) bond.
ISSN:0959-9436
DOI:10.1016/j.mencom.2008.09.017