1-(2,5-Dimethoxy-4-nitrophenyl)piperidine
Treatment of the non-purified mixture of dinitro isomers obtained from the nitration of 1,4-dimethoxybenzene with piperidine led to the isolation of novel but minor adduct, 1-(2,5-dimethoxy-4-nitrophenyl)piperidine (<b>2b</b>) in 15% yield. Yields of nucleophilic aromatic substitution ad...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-11-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2023/4/M1744 |
| _version_ | 1827574057167486976 |
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| author | Tanjia M. Syeda Muadh R. Al-Shaidi Ibtihal Basri Mahboub Merzouk Fawaz Aldabbagh |
| author_facet | Tanjia M. Syeda Muadh R. Al-Shaidi Ibtihal Basri Mahboub Merzouk Fawaz Aldabbagh |
| author_sort | Tanjia M. Syeda |
| collection | DOAJ |
| description | Treatment of the non-purified mixture of dinitro isomers obtained from the nitration of 1,4-dimethoxybenzene with piperidine led to the isolation of novel but minor adduct, 1-(2,5-dimethoxy-4-nitrophenyl)piperidine (<b>2b</b>) in 15% yield. Yields of nucleophilic aromatic substitution adducts are high when using purified 1,4-dimethoxy-2,5-dinitrobenzene (<b>1b</b>) with piperidine and pyrrolidine to give (<b>2b</b>) and 1-(2,5-dimethoxy-4-nitrophenyl)pyrrolidine (<b>3b</b>) in 76% and 82% yield, respectively. |
| first_indexed | 2024-03-08T20:31:24Z |
| format | Article |
| id | doaj.art-e87ed7b6e8574c7b93d6c6b70547998b |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-08T20:31:24Z |
| publishDate | 2023-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-e87ed7b6e8574c7b93d6c6b70547998b2023-12-22T14:27:05ZengMDPI AGMolbank1422-85992023-11-0120234M174410.3390/M17441-(2,5-Dimethoxy-4-nitrophenyl)piperidineTanjia M. Syeda0Muadh R. Al-Shaidi1Ibtihal Basri2Mahboub Merzouk3Fawaz Aldabbagh4Department of Pharmacy, School of Life Sciences, Pharmacy and Chemistry, Kingston University, Penrhyn Road, Kingston upon Thames KT1 2EE, UKDepartment of Pharmacy, School of Life Sciences, Pharmacy and Chemistry, Kingston University, Penrhyn Road, Kingston upon Thames KT1 2EE, UKDepartment of Pharmacy, School of Life Sciences, Pharmacy and Chemistry, Kingston University, Penrhyn Road, Kingston upon Thames KT1 2EE, UKDepartment of Pharmacy, School of Life Sciences, Pharmacy and Chemistry, Kingston University, Penrhyn Road, Kingston upon Thames KT1 2EE, UKDepartment of Pharmacy, School of Life Sciences, Pharmacy and Chemistry, Kingston University, Penrhyn Road, Kingston upon Thames KT1 2EE, UKTreatment of the non-purified mixture of dinitro isomers obtained from the nitration of 1,4-dimethoxybenzene with piperidine led to the isolation of novel but minor adduct, 1-(2,5-dimethoxy-4-nitrophenyl)piperidine (<b>2b</b>) in 15% yield. Yields of nucleophilic aromatic substitution adducts are high when using purified 1,4-dimethoxy-2,5-dinitrobenzene (<b>1b</b>) with piperidine and pyrrolidine to give (<b>2b</b>) and 1-(2,5-dimethoxy-4-nitrophenyl)pyrrolidine (<b>3b</b>) in 76% and 82% yield, respectively.https://www.mdpi.com/1422-8599/2023/4/M1744benzimidazolequinonenitrationnitrobenzenenucleophilic aromatic substitution |
| spellingShingle | Tanjia M. Syeda Muadh R. Al-Shaidi Ibtihal Basri Mahboub Merzouk Fawaz Aldabbagh 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine Molbank benzimidazolequinone nitration nitrobenzene nucleophilic aromatic substitution |
| title | 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine |
| title_full | 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine |
| title_fullStr | 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine |
| title_full_unstemmed | 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine |
| title_short | 1-(2,5-Dimethoxy-4-nitrophenyl)piperidine |
| title_sort | 1 2 5 dimethoxy 4 nitrophenyl piperidine |
| topic | benzimidazolequinone nitration nitrobenzene nucleophilic aromatic substitution |
| url | https://www.mdpi.com/1422-8599/2023/4/M1744 |
| work_keys_str_mv | AT tanjiamsyeda 125dimethoxy4nitrophenylpiperidine AT muadhralshaidi 125dimethoxy4nitrophenylpiperidine AT ibtihalbasri 125dimethoxy4nitrophenylpiperidine AT mahboubmerzouk 125dimethoxy4nitrophenylpiperidine AT fawazaldabbagh 125dimethoxy4nitrophenylpiperidine |