Green and one-pot synthesis of novel amidoalkyl naphthols using triethanolammonium acetate [($ OHCH_{2} $$ CH_{2} $)3NH][OAc]) ionic liquid and their anti-H.pylori activity

Abstract Nearly half of the world's population have been infected with Helicobacter pylori (H. pylori) which is known as the main cause of chronic gastritis, duodenal ulcer illness as well as stomach carcinoma. In this work, an efficient, one-pot synthesis of amidoalkyl naphthol derivatives and their in vitro anti-Helicobacter pylori activity are reported. The reaction proceeds via multi-component condensation of 2-naphthol, (hetero) aromatic aldehydes and urea/thiourea/acetamide/2-aminothiazole/4-nitrothiazol-2-amine/2-aminopyridine under solvent-free condition. This protocol includes some salient features, such as using triethanolammonium acetate ([$ OHCH_{2} $$ CH_{2} $)3NH][OAc]) ionic liquid as a green, clean and reusable catalyst, high yields, no column chromatography, and low cost. By comparing the inhibition zone of the target compounds, 6e and 6j could be considered as the best anti-helicobacter agent..

Medienart:

Artikel

Erscheinungsjahr:

2022

Erschienen:

2022

Enthalten in:

Zur Gesamtaufnahme - volume:48

Enthalten in:

Research on chemical intermediates - 48(2022), 10 vom: 19. Aug., Seite 4049-4062

Sprache:

Englisch

Beteiligte Personen:

Manavi, Mohammad Amin [VerfasserIn]
Fathian Nasab, Mohammad Hosein [VerfasserIn]
Dashti, Fatemeh [VerfasserIn]
Moghimi, Setareh [VerfasserIn]
Saniee, Parastoo [VerfasserIn]
Pouramiri, Behjat [VerfasserIn]
Foroumadi, Alireza [VerfasserIn]
Pirali-Hamedani, Morteza [VerfasserIn]

Links:

Volltext [lizenzpflichtig]

Themen:

1-amidoalkyl-2-naphthol
Green synthesis
Multi-component reaction
Solvent-free condition

Anmerkungen:

© The Author(s), under exclusive licence to Springer Nature B.V. 2022. Springer Nature or its licensor holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

doi:

10.1007/s11164-022-04803-9

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

OLC2079560980