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A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism

It was found that 3-amino-substituted 5-aminopyrazoles could be effectively prepared via hydrolytic decarboxylation of the corresponding 3,5-diaminopyrazole-4-carboxylates 5 under microwave irradiation. The reactions required short time (4 min) and were successfully reproduced in a larger scale and...

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Main Authors: Phei, Felicia Lin Lim, Tan, Khai Ching, Luna, Giuseppe, Tiekink, Edward R. T. *, Dolzhenko, Anton V
Format: Article
Language:English
Published: Elsevier 2019
Subjects:
QD Chemistry
Online Access:http://eprints.sunway.edu.my/1021/1/Tiekink%20A%20New%20Practical%20Synthesis%20of%203-amino%20Tetrahedron%202019%2075%202314_acc.pdf
http://eprints.sunway.edu.my/1021/
https://doi.org/10.1016/j.tet.2019.03.003
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spelling my.sunway.eprints.10212020-10-07T08:42:13Z http://eprints.sunway.edu.my/1021/ A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism Phei, Felicia Lin Lim Tan, Khai Ching Luna, Giuseppe Tiekink, Edward R. T. * Dolzhenko, Anton V QD Chemistry It was found that 3-amino-substituted 5-aminopyrazoles could be effectively prepared via hydrolytic decarboxylation of the corresponding 3,5-diaminopyrazole-4-carboxylates 5 under microwave irradiation. The reactions required short time (4 min) and were successfully reproduced in a larger scale and under conventional heating mimicking the microwave heating pattern. X-ray crystallography identified two different types of tautomers in crystals of related 5-aminopyrazoles with p-toluidyl and p-anisidyl moieties at the position 3, respectively. Elsevier 2019-04-12 Article PeerReviewed text en cc_by_nc_nd_4 http://eprints.sunway.edu.my/1021/1/Tiekink%20A%20New%20Practical%20Synthesis%20of%203-amino%20Tetrahedron%202019%2075%202314_acc.pdf Phei, Felicia Lin Lim and Tan, Khai Ching and Luna, Giuseppe and Tiekink, Edward R. T. * and Dolzhenko, Anton V (2019) A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism. Tetrahedron, 75 (15). pp. 2314-2321. ISSN 0040-4020 https://doi.org/10.1016/j.tet.2019.03.003
institution Sunway University
building Sunway Campus Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Sunway University
content_source Sunway Institutional Repository
url_provider http://eprints.sunway.edu.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Phei, Felicia Lin Lim
Tan, Khai Ching
Luna, Giuseppe
Tiekink, Edward R. T. *
Dolzhenko, Anton V
A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
description It was found that 3-amino-substituted 5-aminopyrazoles could be effectively prepared via hydrolytic decarboxylation of the corresponding 3,5-diaminopyrazole-4-carboxylates 5 under microwave irradiation. The reactions required short time (4 min) and were successfully reproduced in a larger scale and under conventional heating mimicking the microwave heating pattern. X-ray crystallography identified two different types of tautomers in crystals of related 5-aminopyrazoles with p-toluidyl and p-anisidyl moieties at the position 3, respectively.
format Article
author Phei, Felicia Lin Lim
Tan, Khai Ching
Luna, Giuseppe
Tiekink, Edward R. T. *
Dolzhenko, Anton V
author_facet Phei, Felicia Lin Lim
Tan, Khai Ching
Luna, Giuseppe
Tiekink, Edward R. T. *
Dolzhenko, Anton V
author_sort Phei, Felicia Lin Lim
title A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
title_short A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
title_full A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
title_fullStr A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
title_full_unstemmed A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
title_sort new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
publisher Elsevier
publishDate 2019
url http://eprints.sunway.edu.my/1021/1/Tiekink%20A%20New%20Practical%20Synthesis%20of%203-amino%20Tetrahedron%202019%2075%202314_acc.pdf
http://eprints.sunway.edu.my/1021/
https://doi.org/10.1016/j.tet.2019.03.003
_version_ 1680323404672008192
score 13.154949

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