KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONE

1-(5-Bromobenzofuran-2-yl)ethan-1-one has been employed as substrate in a direct Mannich reaction with common secondary amines to generate several β-aminoketones hydrochlorides. Alkylation of S- and N-nucleophiles (4-chlorothiophenol, piperazine, sulfanilamide, 3,5-dimethylpyrazole) with the dimethy...

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Bibliographic Details
Main Authors: GHEORGHE ROMAN, RADU OGHINĂ, LIVIU SĂCĂRESCU
Format: Article
Language:English
Published: Alma Mater Publishing House "Vasile Alecsandri" University of Bacau 2020-12-01
Series:Scientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, Food Industry
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Online Access:http://pubs.ub.ro/?pg=revues&rev=cscc6&num=202004&vol=4&aid=5191
Description
Summary:1-(5-Bromobenzofuran-2-yl)ethan-1-one has been employed as substrate in a direct Mannich reaction with common secondary amines to generate several β-aminoketones hydrochlorides. Alkylation of S- and N-nucleophiles (4-chlorothiophenol, piperazine, sulfanilamide, 3,5-dimethylpyrazole) with the dimethylamine-containing β-aminoketone derived from the aforementioned substrate has also been investigated. Reaction of the same ketonic Mannich base with phenylhydrazine afforded the corresponding 1,3-disubstituted pyrazoline, whose UV-Vis absorption has been measured in dimethylsulfoxide, toluene and chloroform at room temperature to give similar spectra having a maximum at approximately 390 nm. The fluorescence spectrum of this pyrazoline in toluene is more intense and blue-shifted compared to its emission spectrum in dimethylsulfoxide.
ISSN:1582-540X
1582-540X