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Information × Registration Number 0211U005593, 0110U006159 , R & D reports Title N-Aroyl(acetyl)- and N-arylsulphonylbenz(methyl)imidoyl-1,4-benzoquinoneimines. Synthesis and reaction ability. popup.stage_title Head Avdeenko Anatoy Petrovich, Кандидат хімічних наук Registration Date 12-08-2011 Organization Donbass State Engineering Academy popup.description2 Object of research: Substituted in the aromatic ring N-aroyl-1,4-benzoquinoneimines, substituted in the quinone ring N-acetyl(aroyl)-1,4-benzoquinoneimines. Objective of research: Obtaining of new compounds of range of quinoneimines. Carrying out their reactions with halogens and hydrohalogens for the establishment of the mechanism of these reactions. Research methods: Organic synthesis, spectral researches, quantum-chemical calculations. Theoretical and practical results: As a result of the executed researches new substituted in the aromatic ring N-aroyl-1,4-benzoquinonemonoimines have been synthesized, 3-chloro-N-aroyl(acetyl)-1,4-benzoquinonemonoimines and alkylsubstituted in quinone ring N-acetyl-1,4-benzoquinonemonoimines have been obtained for the first time. Their structure has been proved by results of spectral (NMR, IR) data and data of the element analysis. Reactions of halogenation N-aroyl-2(3)-methyl-1,4-benzoquinonemonoimines and their reduced forms have been investigated. It is shown that strong acceptor substituent near the atom of nitrogen of N-substituted p-quinonemonoimines reduces stability of the halogen containing cyclohexene structures which are formed as a result of addition of a halogen molecule on С=С–bond of quinone ring. As a result of bromination of N-benzoyl-2-methyl-1,4-benzoquinoneimine unexpectedly 5-benzoyloxy-2,3,6-tribromo-6-methylcyclohexen-2-en-1,4-diones have been obtained. Hydrohalogenation of N-acetyl(aroyl)-1,4-benzoquinonemonoimines proceeds exclusively under the 1,4-addition scheme. Hydrochlorination proceeds according to ionic mechanism, at hydrobromination the role of the radical mechanism increases. Quantum-chemical calculations have been carried out. Efficiency of introduction: the synthesized compounds can be used in synthetic organic chemistry by synthesis of new p-quinoneimines derivatives and also for the obtaining of new perspective medical preparations. A scope: In the general and special courses of organic chemistry at classical universities. Product Description popup.authors Євграфова Наталія Іванівна Авдєєнко Анатолій Петрович Васильєва Вікторія Михайлівна Глиняна Наталія Михайлівна Гончарова Світлана Анатоліївна Коновалова Світлана Олексіївна Лєдєньова Оксана Петрівна Марченко Інна Леонідівна Менафова Юлія Валентинівна Михайличенко Оксана Миколаївна Романьков Дмитро Анатолійович Санталова Ганна Олександрівна Холмовой Юрій Петрович Юсіна Ганна Леонідівна popup.nrat_date 2020-04-02 Close