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PECULIARITIES OF ISOCYANATES INTERACTION WITH HYDRAZINE DERIVATIVES

https://doi.org/10.32362/2410-6593-2018-13-4-39-49

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Abstract

The results of studies on chemical transformations of organic and organosilicon isocyanates in their interaction with hydrazine derivatives have been summarized in this review. It is shown that hydrazine and its derivatives including organosilicon compounds reacting with organic isocyanates form corresponding semicarbazides readily enough. The reaction conditions that effect the composition, structure and yield of the resulting target products are presented. A significant difference in the interaction of trimethylsilyl isocyanate with organic and organosilicon derivatives of hydrazine is demonstrated. It is demonstrated that the reason for the impossibility to isolate trimethylsilyl derivatives of semicarbazide is their low hydrolytic stability, as well as high silylating ability. Peculiarities of the reaction of trimethylsilyl isocyanate and dimethylchloromethyl isocyanate silane with 1,1-dimethylhydrazine, its trimethylsilyl analog and isoniazid are given. Possible schemes for the formation of a previously unknown O-trimethylsilyl-1,1-dimethylhydrazinecarboximidoate are presented. The results of using carbofunctional organosilicon isocyanates in these processes are discussed. Basic trends in practical use of the prepared compounds as physiologically active preparations in polymer chemistry and agriculture are shown.

About the Authors

A. D. Kirilin
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

D.Sc. (Chem.), Professor, Head of the Andrianov Chair of Chemistry and Technology of Organoelement Compounds

86, Vernadskogo pr., Moscow, 119571, Russia



L. O. Belova
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

D.Sc. (Chem.), Professor of the Andrianov Chair of Chemistry and Technology of Organoelement Compounds

86, Vernadskogo pr., Moscow, 119571, Russia



N. I. Kirilina
State Scientific Research Institute of Chemistry and Technology of Organoelement Compounds
Russian Federation

Ph.D. (Chem.), Principal Engineer

38, shosse Entuziastov, Moscow, 111123, Russia



A. V. Petrogradsky
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Ph.D. (Chem.), Senior Researcher of the Andrianov Chair of Chemistry and Technology of Organoelement Compounds

86, Vernadskogo Pr., Moscow, 119571, Russia



N. L. Shembel
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Ph.D. (Chem.), Senior Researcher of the Chair of Chemistry and Technology of Plastics and Polymeric Composites Processing

86, Vernadskogo pr., Moscow, 119571, Russia



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For citation:


Kirilin A.D., Belova L.O., Kirilina N.I., Petrogradsky A.V., Shembel N.L. PECULIARITIES OF ISOCYANATES INTERACTION WITH HYDRAZINE DERIVATIVES. Fine Chemical Technologies. 2018;13(4):39-49. (In Russ.) https://doi.org/10.32362/2410-6593-2018-13-4-39-49

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