Research output: Contribution to journal › Article › peer-review
New reaction products of acetylacetone with semicarbazide derivatives. / Glukhacheva, Vera S.; Il'Yasov, Sergey G.; Kazantsev, Igor V. et al.
In: ACS Omega, Vol. 6, No. 12, 30.03.2021, p. 8637–8645.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - New reaction products of acetylacetone with semicarbazide derivatives
AU - Glukhacheva, Vera S.
AU - Il'Yasov, Sergey G.
AU - Kazantsev, Igor V.
AU - Shestakova, Elena O.
AU - Il'Yasov, Dmitri S.
AU - Eltsov, Ilia V.
AU - Nefedov, Andrey A.
AU - Gatilov, Yuri V.
N1 - Publisher Copyright: © 2021 The Authors. Published by American Chemical Society. Copyright: Copyright 2021 Elsevier B.V., All rights reserved.
PY - 2021/3/30
Y1 - 2021/3/30
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85103790709&partnerID=8YFLogxK
U2 - 10.1021/acsomega.1c00518
DO - 10.1021/acsomega.1c00518
M3 - Article
C2 - 33817525
AN - SCOPUS:85103790709
VL - 6
SP - 8637
EP - 8645
JO - ACS Omega
JF - ACS Omega
SN - 2470-1343
IS - 12
ER -
ID: 28317731