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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| Format: | Article |
| Language: | English |
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Alma Mater Publishing House "Vasile Alecsandri" University of Bacau
2020-12-01
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| Series: | Scientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, Food Industry |
| Subjects: | |
| Online Access: | http://pubs.ub.ro/?pg=revues&rev=cscc6&num=202004&vol=4&aid=5191 |
| _version_ | 1818716303695806464 |
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| author | GHEORGHE ROMAN RADU OGHINĂ LIVIU SĂCĂRESCU |
| author_facet | GHEORGHE ROMAN RADU OGHINĂ LIVIU SĂCĂRESCU |
| author_sort | GHEORGHE ROMAN |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-17T19:17:07Z |
| format | Article |
| id | doaj.art-c6aec0fb50664ea9ae126cc9d27dfdcf |
| institution | Directory Open Access Journal |
| issn | 1582-540X 1582-540X |
| language | English |
| last_indexed | 2024-12-17T19:17:07Z |
| publishDate | 2020-12-01 |
| publisher | Alma Mater Publishing House "Vasile Alecsandri" University of Bacau |
| record_format | Article |
| series | Scientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, Food Industry |
| spelling | doaj.art-c6aec0fb50664ea9ae126cc9d27dfdcf2022-12-21T21:35:43ZengAlma Mater Publishing House "Vasile Alecsandri" University of BacauScientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, Food Industry1582-540X1582-540X2020-12-01214511521KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONEGHEORGHE ROMAN0RADU OGHINĂ 1LIVIU SĂCĂRESCU 2 “Petru Poni” Institute of Macromolecular Chemistry, Department of Inorganic Polymers, 41A Aleea Gr. Ghica Vodă, 700487 Iaşi, RomaniaROMTEC S.R.L., 58A Bd. Poitiers, 700680 Iaşi, Romania “Petru Poni” Institute of Macromolecular Chemistry, Department of Inorganic Polymers, 41A Aleea Gr. Ghica Vodă, 700487 Iaşi, Romania1-(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.http://pubs.ub.ro/?pg=revues&rev=cscc6&num=202004&vol=4&aid=5191alkylationamine exchangeaminomethylationbenzofuranfluorescencepyrazoline |
| spellingShingle | GHEORGHE ROMAN RADU OGHINĂ LIVIU SĂCĂRESCU KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONE Scientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, Food Industry alkylation amine exchange aminomethylation benzofuran fluorescence pyrazoline |
| title | KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONE |
| title_full | KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONE |
| title_fullStr | KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONE |
| title_full_unstemmed | KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONE |
| title_short | KETONIC MANNICH BASES DERIVED FROM 1-(5-BROMOBENZOFURAN-2-YL)ETHAN-1-ONE |
| title_sort | ketonic mannich bases derived from 1 5 bromobenzofuran 2 yl ethan 1 one |
| topic | alkylation amine exchange aminomethylation benzofuran fluorescence pyrazoline |
| url | http://pubs.ub.ro/?pg=revues&rev=cscc6&num=202004&vol=4&aid=5191 |
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