37703-81-4Relevant academic research and scientific papers
The structure of 4-benzoyl-5-methyl-2-phenylpyrazol-3-one oxime and its methyl derivatives
Holzer, Wolfgang,Hahn, Katharina,Brehmer, Thomas,Claramunt, Rosa M.,Perez-Torralba, Marta
, p. 1209 - 1219 (2007/10/03)
1H and 13C NMR spectroscopic investigations of 4-benzoyl-5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one oxime (4) and different methylation products thereof (5-11) indicate that 4 exists predominantly as 4-enaminopyrazolone in [D6]DMSO solution. Single-crystal X-ray analysis revealed that in the solid state the same tautomeric structure of 4 was present, and closely resembles that of the corresponding N-methylamino product (6). Both compounds are stabilised by an intramolecular hydrogen bond between the pyrazolone C=O group and the N-OH proton. A 1,2-dihydro-3H-pyrazol-3-one structure was found in a clathrate of O-methyloxime 5 and dichloromethane. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Alkylation of pyrazolones via the mitsunobu reaction
Holzer, Wolfgang,Plagens, Brigitte,Lorenz, Karin
, p. 309 - 314 (2007/10/03)
The reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one and 4-acyl derivatives thereof (R4 = COPh, 2-thienoyl, COCH2CH2Ph, COCH=CHPh) with various alcohols under 'Mitsunobu'-conditions was studied. In many cases selective O-alkylation could be achieved.
On the methylation of pyrazolones
Holzer, Wolfgang,Plagens, Brigitte
, p. 455 - 462 (2007/10/03)
Reaction of a series of 1,2-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-ones having a COR substituent (R = Me, Ph, 2-thienyl, CH2CH2Ph, CN = CHPh) in 4-position of the pyrazole ring (tautomer with 4-substituted 5-hydroxy-3-methyl-1-phenyl
