Investigation of amination in 4-chloro-2-phenylquinoline derivatives with amide solvents |
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Authors: | Jui-Ying Tsai Yi-Fan Huang Shao-Kai Lin Li-Jiau Huang |
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Affiliation: | a Graduate Institute of Pharmaceutical Chemistry, China Medical University, No. 91 Hsueh Shih Road, Taichung, Taiwan 40402, ROC b Sustainable Environment Research Center, National Cheng Kung University, No. 500, Sec. 3, An-ming Road, Tainan City, Taiwan 709, ROC |
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Abstract: | Novel 4-amino-2-phenylquinoline derivatives were synthesized by reacting various 4-chloro-2-arylquinoline compounds having activated chloro group with the corresponding amide solvents at reflux for overnight. The activity of amination by the amide solvents depended on the competition between the steric and electronic effect of the N-substituents on the amino group. Their activities were shown as N,N-dimethylformamide>N,N-diethylformamide>N-methylformamide>formamide>N,N-dimethylacetamide>N,N-dimethylpropionamide. The yields for the amination products seemed proportional to the ease of the dissociation of the amides. |
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Keywords: | Dialkylformamide Amination 4-Chloro-2-phenylquinoline 4-Amino-2-phenylquinoline |
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