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

Scientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, Food Industry

GHEORGHE ROMAN¹  LIVIU SĂCĂRESCU¹  RADU OGHINĂ² 

[1] “Petru Poni” Institute of Macromolecular Chemistry, Department of Inorganic Polymers, 41A Aleea Gr. Ghica Vodă, 700487 Iaşi, Romania;ROMTEC S.R.L., 58A Bd. Poitiers, 700680 Iaşi, Romania;

关键词: alkylation;    amine exchange;    aminomethylation;    benzofuran;    fluorescence;    pyrazoline;   

DOI  :  

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown