Conversion of 3-amino-4-arylamino-1H-isochromen-1-ones to 1-arylisochromeno[3,4-d][1,2,3]triazol-5(1H)-ones: synthesis, spectroscopic characterization and the structures of four products and one ring-opened derivative.

crystal structure heterocyclic compounds hydrogen bonding isocoumarins molecular conformation supramolecular assembly synthesis triazoles

Journal

Acta crystallographica. Section C, Structural chemistry
ISSN: 2053-2296
Titre abrégé: Acta Crystallogr C Struct Chem
Pays: England
ID NLM: 101620313

Informations de publication

Date de publication:
01 05 2020
Historique:
received: 12 03 2020
accepted: 13 03 2020
entrez: 6 5 2020
pubmed: 6 5 2020
medline: 6 5 2020
Statut: ppublish

Résumé

An efficient synthesis of 1-arylisochromeno[3,4-d][1,2,3]triazol-5(1H)-ones, involving the diazotization of 3-amino-4-arylamino-1H-isochromen-1-ones in weakly acidic solution, has been developed and the spectroscopic characterization and crystal structures of four examples are reported. The molecules of 1-phenylisochromeno[3,4-d][1,2,3]triazol-5(1H)-one, C

Identifiants

pubmed: 32367825
pii: S2053229620003757
doi: 10.1107/S2053229620003757
pmc: PMC7199195
doi:

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

446-453

Informations de copyright

open access.

Références

Acta Crystallogr C. 2013 Jul;69(Pt 7):770-3
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Acta Crystallogr C Struct Chem. 2015 Jan;71(Pt 1):3-8
pubmed: 25567568
Acta Crystallogr B. 1990 Apr 1;46 ( Pt 2):256-62
pubmed: 2344397
Eur J Med Chem. 2019 Dec 1;183:111700
pubmed: 31546197
Thromb Res. 1990 Apr 15;58(2):191-7
pubmed: 2349546
Acta Crystallogr A Found Adv. 2015 Jan;71(Pt 1):3-8
pubmed: 25537383

Auteurs

Daniel E Vicentes (DE)

Facultad de Ciencias, Universidad de Ciencias Aplicadas y Ambientales, Calle 222, No. 55-37, Bogotá, Colombia.

Andrea L Romero (AL)

Facultad de Ciencias, Universidad de Ciencias Aplicadas y Ambientales, Calle 222, No. 55-37, Bogotá, Colombia.

Ricuarte Rodríguez (R)

Departamento de Química, Universidad Nacional de Colombia, Cuidad Universitaria, Carrera 30, No. 45-03, Edificio 451, Bogotá, Colombia.

Justo Cobo (J)

Departamento de Química Inorgánica y Orgánica, Universidad de Jaén, 23071 Jaén, Spain.

Christopher Glidewell (C)

School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.

Classifications MeSH