124083-43-8Relevant articles and documents
Synthesis of 3-substituted and 3,4-disubstituted pyrazolin-5-ones
Jung, Jae-Chul,Watkins, E.Blake,Avery, Mitchell A
, p. 3639 - 3646 (2007/10/03)
The synthesis of 3-substituted and 3,4-disubstituted pyrazolin-5-ones from acylated ethyl acetoacetates and diethyl malonates is described. The reaction of acylated ethyl acetoacetates and diethyl acetylmalonate with hydrazine (98%) gave 3-substituted pyrazolin-5-ones and malonyldihydrazide, respectively, following a deacetylation-condensation sequence. The reaction of ethyl 2-acetyl-3-hydroxy-2-butenoate and diethyl 2-(1-hydroxyethylidene)malonate with hydrazine monohydrochloride yielded ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate and 4-ethoxycarbonyl-3-methylpyrazolin-5-one, respectively, following a dehydration-cyclocondensation sequence, in high yields.
STUDIES IN THE AZOLE SERIES. CIII. ADAMANTYL AND HALOGENO PYRAZOLIN-5-ONES
Cabildo, Pilar,Claramunt, Rosa M.,Elguero, Jose,Foces-Foces, Concepcion,Llamas-Saiz, Antonio L.,Cano, Felix H.
, p. 735 - 748 (2007/10/02)
Nine new pyrazolinones are described together with the crystal structure of one of them, namely 3-(4-chloropyrazol-1-yl)-4,4-dichloro-2-pyrazolin-5-one, 8, which has been solved by X-ray crystallography.The molecule is planar since it lies on a mirror plane and packs first in chains through hydrogen bonds, then in sheets through strong Cl...O interactions.An NMR study in the solid state and in solution proves that the major tautomer is the 3-pyrazolin-5-one c.