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SCHEME 6: SYNTHESIS OF 1-(FURAN-2-CARBONYL)-3-METHYL-4-(2-PHENYL HYDRAZONO)-1H-PYRAZOL-5(4H)-ONE BY MANNICH REACTION.
The reaction of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone with primary affords that can function as N– and O-donor tridentates ligands,(Wang , 2002; Ramasamy , 2010; Thakar , 2010; Xu , 2006; Zhu , 2005; Wang , 2003). In order to expand this field, a novel Schiff base has been synthesized and its is reported herein for the first time. The compound (I) was prepared from the reaction of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone (H1PMBP) and 3-aminophenol. The of structure (I), and the atomic numbering used, are illustrated in Fig.1.
et al. 43 have been reported a series of novel fluorine containing pyrazole-pyrazolone 118 and chromone-pyrazolone 116 was synthesized from multifluorinated pyrazolone by the Knoevenagel condensation reaction. All compounds were synthesized by conventional heating as well as ultrasound irradiation technique. It was found that ultrasonication method was more efficient than conventional heating method.
Ziarati et al. 42 have been reported simple and green process to prepare copper iodide in nano scale via sonication was carried out. Subsequently, this nanoparticles was used as an efficient catalyst for the synthesis of 2-aryl-5-methyl-2,3-dihydro-1H-3-pyrazolones 111 via four-component reaction of hydrazine 107, ethyl acetoacetate 108, aldehyde 109 and β-naphthol 110 in water under ultrasound irradiation.
SCHEME 4: SYNTHESIS OF 4-[(5-HYDROXY-3-METHYL-1-PHENYL-1H-PYRAZOL-4-YL)-PHENYL-METHYL]-5-METHYL-2-PHEN-YL-1,2-DIHYDRO-PYRAZOL-3-ONES USING [HMIM]HSO4 CATALYST
Zang et al. 41 have been reported the synthesis of 4-[(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-phenyl-methyl] – 5 – methyl – 2 - phen-yl-1,2-dihydro-pyrazol-3-ones 106 through the condensation reaction of arylaldehydes 103 and 3-methyl-1-phenyl-5-pyrazolone 104 with Ionic liquid [HMIM]HSO4 catalyst 105 under ultrasonic irradiation at room temperature. The present methodology offers several advantages such as excellent yields, simple procedure and mild conditions.
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5-methyl-1-phenyl-1,2-dihydro-3H-pyrazol-3-one | …
Sivakumar et al. 39 have been reported an efficient synthesis of some Mannich base of 5-methyl-2-[(2-oxo-2H-chromen-3-yl) carbonyl]-2,4-dihydro-3H-pyrazol-3-one 95 have been described by using multicomponant with microwave techniques. Microwave assisted reactions showed that require shorter reaction time and good yield.
SYNTHESIS OF 4-[(5-HYDROXY-3-METHYL-1-PHENYL-1H ..
Tu et al. 38 have been synthesized C-tethered bispyrazol-5-ols 89 via multicomponent domino reactions of acetylenedicarboxylates 86, phenylhydrazine 87 and aromatic aldehydes 88 under microwave irradiation.
of some azetidinone derivatives of 3-methyl-1H-pyrazol-5(4H)-one.
Antre et al. 40 have been reported various 4-(2-amino-6-(substituted)pyrimidin-4-yl)-3-methyl-1-(substituted)-1H-pyrazol-5(4H)-one derivatives 101 and their Schiff bases 102 were synthesized by the reaction of hydrazide 96 and ethylacetoacetate 97 to form pyrazolone derivatives 98. Compound 98 further react with acetyl chloride and prepared compound 99, therefore it has react with aromatic aldehyde and guanidine hydrochloride to gave pyrazolone derivatives 100 and 101. Afterthat pyrazolone derivatives 101 again react with aromatic aldehyde and formed pyrazolone Schiff base derivatives 102.
3-Methyl-1-phenyl-2-pyrazoline-5-one(CAS# 19735-89 …
Ghosh et al. 37 have been reported a glacial acetic acid catalyzed reaction for the combinatorial synthesis of highly functionalized benzylpyrazolyl coumarin 85 prepared by a green one-pot four-component reaction between aryl hydrazine/ hydrazine hydrate 81, ethyl acetoacetate 82, aromatic aldehydes 83 and 4-hydroxycoumarin 84 in water medium under refluxing conditions.
89-25-8 - 3-Methyl-1-phenyl-2-pyrazolin-5-one, 98+% …
Mehta et al. 35have been reported the synthesis of diphenylic bispyrazole 76, 77 and diphenylic bispyrazolone compounds 79, 80. According to the method reported in the literature36, these derivatives have been synthesized by the reaction of 4,4'-sustituted dianiline 74 react with acetylacetone and ethylacetoacetate.
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