(E)-6-((4-(3,4-Dichlorophenyl)-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)methyl)-3-methylbenzo[d]oxazol-2(3H)-one

A novel cyclic chalcone analogue, (E)-6-((4-(3,4-dichlorophenyl)-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)methyl)-3-methylbenzo[d]oxazol-2(3H)-one (3), was synthesized by acid-catalyzed condensation of 4-(3,4-dichlorophenyl)-1-tetralone (1) with 3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazole-6-carbaldehyde (2) using the SOCl2/EtOH catalytic system. The structure of the newly synthesized compound was confirmed by 1H and 13C NMR spectroscopy, FT-IR and high-resolution mass spectrometry (HRMS). Compound 3 incorporates a sertraline-related 4-(3,4-dichlorophenyl)tetralin framework and a benzoxazolinone scaffold within a single molecular structure.

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Publication Details

Journal
Molbank
Published
2026-10-28
DOI
https://doi.org/10.3390/m2248
Primary Topic
Synthesis and biological activity
Type
article
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article

(E)-6-((4-(3,4-Dichlorophenyl)-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)methyl)-3-methylbenzo[d]oxazol-2(3H)-one

Yordanka Ivanova, Ognyan Petrov
2 links
Molbank
Synthesis and biological activity
article

(E)-6-((4-(3,4-Dichlorophenyl)-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)methyl)-3-methylbenzo[d]oxazol-2(3H)-one

Yordanka Ivanova, Ognyan Petrov
article en

Abstract

A novel cyclic chalcone analogue, (E)-6-((4-(3,4-dichlorophenyl)-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)methyl)-3-methylbenzo[d]oxazol-2(3H)-one (3), was synthesized by acid-catalyzed condensation of 4-(3,4-dichlorophenyl)-1-tetralone (1) with 3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazole-6-carbaldehyde (2) using the SOCl2/EtOH catalytic system. The structure of the newly synthesized compound was confirmed by 1H and 13C NMR spectroscopy, FT-IR and high-resolution mass spectrometry (HRMS). Compound 3 incorporates a sertraline-related 4-(3,4-dichlorophenyl)tetralin framework and a benzoxazolinone scaffold within a single molecular structure.

MolbankVol. 2026(6)
University of Forestry (BG), Sofia University "St. Kliment Ohridski" (BG)
Openalex Percentile: Top 26%
Synthesis and biological activity
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(E)-6-((4-(3,4-Dichlorophenyl)-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)methyl)-3-methylbenzo[d]oxazol-2(3H)-one — Yordanka Ivanova, Ognyan Petrov · Molbank (2026) | TGRS Research Map | TGRS