Synthesis and properties of 2-(2-furyl)benzothiazole |
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| Authors: | E. B. Melnikova M. M. Elchaninov A. A. Milov B. S. Lukyanov |
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| Affiliation: | (1) South Russia State Technical University, Novocherkassk, 346428, Russia;(2) South Scientific Centre, Russian Academy of Sciences, Rostov-on-Don, 344006, Russia;(3) Research Institute of Physical and Organic Chemistry, South Federal University, Rostov-on-Don, 344104, Russia |
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| Abstract: | The electrophilic reactions (nitration, bromination, hydroxymethylation, formylation, acylation) and radical substitution reactions (nitration, arylation) of 2-(2-furyl)benzothiazole have been studied. It was found that all of the reactions occur at position 5 of the furan ring. Only nitration in PPA gave the 5',6-dinitro derivative. Quantum-chemical calculation data for the electron density distribution in the neutral and protonated 2-(2-furyl)benzothiazole molecules are given. Dedicated to Boris Aleksandrovich Trofimov on his 70th jubilee. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1331–1338, September, 2008. |
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| Keywords: | 2-(2-furyl)benzothiazole quantum-chemical calculations substituents orientation electrophilic and radical substitution reactions |
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