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New reaction products of acetylacetone with semicarbazide derivatives Full article

Journal ACS Omega
, E-ISSN: 2470-1343
Output data Year: 2021, Volume: 6, Number: 12, Pages: 8637-8645 Pages count : 9 DOI: 10.1021/acsomega.1c00518
Authors Glukhacheva Vera S. 1 , Il'Yasov Sergey G. 1 , Kazantsev Igor V. 1 , Shestakova Elena O. 1 , Il'Yasov Dmitri S. 1 , Eltsov Ilia V. 2 , Nefedov Andrey A. 2,3 , Gatilov Yuri V. 3
Affiliations
1 Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences (IPCET SB RAS), Biysk, 659322, Russian Federation
2 Novosibirsk State University, Novosibirsk, 630090, Russian Federation
3 Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences (NIOCh SB RAS), Novosibirsk, 630090, Russian Federation

Abstract: A new approach is suggested herein for the synthesis of pyrazole derivatives by reacting 4-nitrosemicarbazide with acetylacetone. Additional studies were done on the reaction of acetylacetone with semicarbazide and its derivatives (4-aminosemicarbazide, methylsemicarbazide, and dimethylsemicarbazide). The study on the reaction with acetylacetone resulted in monocyclic 3, 5-dimethyl-N-nitropyrazole-1-carboxamide, monocyclic 5-hydroxy-3, 5-dimethyl-2-pyrazoline, and bicyclic bis(3, 5- dimethylpyrazole-1-carbonyl)hydrazine, and conditions for the formation of acetone semicarbazone were identified. The structures of the resultant compounds were validated by physicochemical analytical methods, including X-ray diffraction. The computer-aided screening in the PASS prediction software discovered a high biological activity of the newly obtained compounds. © XXXX The Authors.
Cite: Glukhacheva V.S. , Il'Yasov S.G. , Kazantsev I.V. , Shestakova E.O. , Il'Yasov D.S. , Eltsov I.V. , Nefedov A.A. , Gatilov Y.V.
New reaction products of acetylacetone with semicarbazide derivatives
ACS Omega. 2021. V.6. N12. P.8637-8645. DOI: 10.1021/acsomega.1c00518 WOS Scopus
Files: Full text from publisher
Dates:
Published online: Mar 17, 2021
Published print: Mar 30, 2021
Identifiers:
Web of science WOS:000636600000072
Scopus 2-s2.0-85103790709
OpenAlex W3137593184
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