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Information × Registration Number 0310U002960, 0105U007246 , R & D reports Title The investigation of reactions of N-substituted p-quinoneimines with arylsulfinic acids. popup.stage_title Дослідження реакції N-ацил-1,4-бензохінонімінів та N-арилсульфоніл-1,4-бензохінонімінів з арилсульфіновими кислотами. Встановлення будови продуктів реакції методами ІЧ-, ЯМР 1Н, ЯМР 13С-спектроскопії. Head Avdeenko Anatolij P., Кандидат хімічних наук Registration Date 09-09-2010 Organization Donbass State Engineering Academy popup.description2 Object of research: the directions of addition reaction of arylsulfinate-anion to N-substituted-2(3)-methyl(arylsulfonylamido)-1,4-benzoquinoneimines. Research purpose: carrying out of reactions of N-substituted-2(3)-methyl(arylsulfonylamido)-1,4-benzoquinoneimines with sodium аrylsulfinates. The determination of structure of reaction products by IR-, NMR 1H, 13C spectroscopy and X-ray. The investigation of reaction mechanism. Research methods: organic synthesis, elemental analysis, IR, NMR 1H and 13C spectroscopy and X-ray. Theoretical and practical results: As result of carried out investigation the common rules of reaction of N-substituted-2(3)-methyl(arylsulfonylamido)-1,4-benzoquinoneimines with sodium аrylsulfinates have been found. It has been synthesized more 20 new compounds, which are potential biological compounds and can be used as medical drugs. The results of this work can be used for synthesis of new derivatives of p-quinoneimines with substituent ArSO2- in quinoid ring. Also the preparative chemistry of quinoneimines has been enriched. Novelty: For the first time it has been found the addition of sodium аrylsulfinates to N-substituted-2(3)-methyl(arylsulfonylamido)-1,4-benzoquinoneimines critically depends on redox potential of the latter: as a rule the N-arylsulfonylderivatives give the 1,4-addition products, N-[N-(arylsulfonyl)benzimidoyl]derivatives - the 1,4- and 1,6-addition products, but N-aroylderivatives - products of 1,4-, 1,6- and 6,1-addition. First it has been found the reaction ability of N-[N-(arylsulfonyl)benzimidoyl]-1,4-benzoquinoneimines are like both N-arylsulfonyl- and N-aroyl-1,4-benzoquinoneimines. The absence of addition products of arylsulfinate-anion to nitrogen atom depends on big size of group C(Ph)NSO2Ar. For the first time the N-arylsulfonyld-2(3)-arylsulfonylamido-1,4-benzoquinoneimines are found to add arylsulfinate-anion mainly or exclusively to para-position relative the group ArSO2NH. First it has been determined the increase of electron-acceptor ability of aryl group of N-aryl-1,4-benzoquinoneimines in reaction with sodium аrylsulfinates leads to formation of products not only of 1,4-addition, but also 6,3-addition. Efficiency of introduction: The synthesized compounds can be used in synthetic organic chemistry for the synthesis of new derivatives of p-quinoneimines and also for production of new perspective medical drugs. Area of application: For fundamental and special courses in organic chemistry for classical universities. Product Description popup.authors Євграфова Наталія Іванівна Авдєєнко Анатолій Петрович Глиняна Наталія Михайлівна Гончарова Світлана Анатоліївна Коновалова Світлана Олексіївна Лудченко Оксана Миколаївна Марченко Інна Леонідівна Менафова Юлія Валентинівна Романьков Дмитро Анатолійович Санталова Ганна Олександрівна Сергєєва Олександра Геннадіївна Юсіна Ганна Леонідівна popup.nrat_date 2020-04-02 Close