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Synthesis and structure of 3-arylamino-2-(quinolin-2-yl)tropones |
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| Authors: | Yu. A. Sayapin E. A. Gusakov Zyong Ngia Bang I. O. Tupaeva V. N. Komissarov I. V. Dorogan V. V. Tkachev S. M. Aldoshin V. I. Minkin |
| Affiliation: | 1. Southern Research Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006, Rostov on Don, Russian Federation 2. Research Institute of Physical and Organic Chemistry at the Southern Federal University, 194/2 prosp. Stachki, 344090, Rostov on Don, Russian Federation 3. Thai Nguyen University of Science, Socialist Republic of Vietnam, Thai Nguyen City, Region Quyet Thang, Vietnam 4. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation |
| Abstract: | A reaction of substituted 2-(quinolin-2-yl)-1,3-tropolones with POCl3 leads to the new3-chloro-2-(quinolin-2-yl)tropone derivatives. New 2-(4-arylaminoquinolin-2-yl)-3-aryl-aminocyclohepta-2,4,6-trien-1-ones and 2-[4-morpholino(piperidino)quinolin-2-yl]-3-aryl-aminocyclohepta-2,4,6-trien-1-ones were obtained by nucleophilic substitution reaction of the halogen atom in 2-(4-chloroquinolin-2-yl)-3-chlorotropones and 3-chloro-2-[4-morpholino-(piperidino)quinolin-2-yl]tropones. Molecular structures of 3-chloro-2-(quinolin-2-yl)tropone and 3-arylamino-2-(quinolin-2-yl)tropone were established by X-ray diffraction analysis. Energy and structural characteristics of isomers of 3-arylamino-2-(quinolin-2-yl)tropones in the gas phase and in solution were calculated by the density functional theory method (PBE0/6-31G**). |
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