Novel Synthesis of bis Acetylated Hybrid Pyrazoles as Potent Anticandidiasis Agents

Kanagarajan, V.; Gopalakrishnan, Mahesh; Ezhilarasi, M.R.

doi:10.5012/jkcs.2011.55.2.256

“…These N-acetyl pyrazole derivatives are important precursor for synthesis of various pyrazoline based heterocycles such as cyanopyridine [1] indoxacarb [2] carbohydrazide hydrazine [3], pyrimidine [4]. There are numerous solventfree or solvent assisted acetylation methods available for synthesis of N-acetylated pyrazoline derivatives in literature [5][6][7][8]. Glacial acetic acid and acetic anhydride were employed with solvent assistant conventional heating, solvent-free microwave and ultrasounds wave irradiation for acetylation of pyrazolines [5,6].…”

Section: Introductionmentioning

confidence: 99%

“…There are numerous solventfree or solvent assisted acetylation methods available for synthesis of N-acetylated pyrazoline derivatives in literature [5][6][7][8]. Glacial acetic acid and acetic anhydride were employed with solvent assistant conventional heating, solvent-free microwave and ultrasounds wave irradiation for acetylation of pyrazolines [5,6]. Osman et al, [1] have synthesised up to 75 % yield of 4,7-dimethoxy-5-(5-aryl-N-acetylpyrazolin-3-yl)benzofuran-6-ols by refluxation of Khellinone chalcones, hydrazine hydrate and glacial acetic acid.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Spectral Correlation Study of some 3-(3,4-dichlorophenyl)-5-(Substituted Phenyl)-4,5-dihydro-1H-Pyrazole-1-yl-Ethanones

Thirunarayanan

¹

,

Ravi²

2013

ILCPA

0

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Some N-acetyl pyrazoles including 3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-yl-ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones including substituted styryl 3,4-dichlorophenyl ketones using hydrazine hydrate and acetic anhydride in presence of catalytic amount of fly-ash: H2SO4 catalyst. The yield of these N-acetyl pyrazole derivatives are more than 75%. The synthesised N-acetyl pyrazoline derivatives were characterized by their physical constants and spectral data. The infrared spectral νC=N and C=O (cm-1) frequencies, NMR chemical shifts (δ, ppm) of Ha, Hb, Hc, CH3 protons, C=N, C=O and CH3 carbons of 1-(3-(3,4-dichlorophenyl)-5-(substitutedphenyl)-4,5-dihydro-1H-pyrazole-1-yl) ethanones have been assigned and correlated with Hammett substituent constants and Swain-Lupton’s parameters using single and multi-regression analysis. From the results of statistical analyses the effect of substituents on the above group frequencies and chemical shifts of the acetylated pyrazoles were discussed.

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“…These N-acetyl pyrazole derivatives are important precursor for synthesis of various pyrazoline based heterocycles such as cyanopyridine [1] indoxacarb [2] carbohydrazide hydrazine [3], pyrimidine [4]. There are numerous solventfree or solvent assisted acetylation methods available for synthesis of N-acetylated pyrazoline derivatives in literature [5][6][7][8]. Glacial acetic acid and acetic anhydride were employed with solvent assistant conventional heating, solvent-free microwave and ultrasounds wave irradiation for acetylation of pyrazolines [5,6].…”

Section: Introductionmentioning

confidence: 99%

“…There are numerous solventfree or solvent assisted acetylation methods available for synthesis of N-acetylated pyrazoline derivatives in literature [5][6][7][8]. Glacial acetic acid and acetic anhydride were employed with solvent assistant conventional heating, solvent-free microwave and ultrasounds wave irradiation for acetylation of pyrazolines [5,6]. Osman et al, [1] have synthesised up to 75 % yield of 4,7-dimethoxy-5-(5-aryl-N-acetylpyrazolin-3-yl)benzofuran-6-ols by refluxation of Khellinone chalcones, hydrazine hydrate and glacial acetic acid.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Spectral Correlation Study of some 3-(3,4-dichlorophenyl)-5-(Substituted Phenyl)-4,5-dihydro-1H-Pyrazole-1-yl-Ethanones

Thirunarayanan

¹

,

Ravi²

2013

ILCPA

0

View full text Add to dashboard Cite

Some N-acetyl pyrazoles including 3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1 H-pyrazole-1-yl-ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones including substituted styryl 3,4-dichlorophenyl ketones using hydrazine hydrate and acetic anhydride in presence of catalytic amount of fly-ash: H 2 SO 4 catalyst. The yield of these N-acetyl pyrazole derivatives are more than 75 %. The synthesised N-acetyl pyrazoline derivatives were characterized by their physical constants and spectral data. The infrared spectral νC=N and C=O (cm

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“…5−8 Glacial acetic acid and acetic anhydride were employed with solvent assisted conventional heating, solvent-free microwave and ultrasound wave irradiation for acetylation of pyrazolines. 5,6 The sulfated solid catalysts such as sulphated titania, 9 sulphated zirconia, 10 sulphated tinoxide…”

Section: Introductionmentioning

confidence: 99%

Solvent-Free Synthesis of Some1-Acetyl Pyrazoles

Thirunarayanan¹,

Sekar²

2013

Journal of the Korean Chemical Society

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ABSTRACT. Some N-acetyl pyrazoles including 1-(3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1 H-pyrazole-1-yl) ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones like substituted styryl 3,4-dichlorophenyl ketones using hydrazine hydrate and acetic anhydride in presence of catalytic amount of fly-ash: H2SO4 catalyst. The yield of these N-acetyl pyrazole derivatives are more than 75%. The synthesised N-acetyl pyrazoline derivatives were characterized by their physical constants and spectral data

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Novel Synthesis of bis Acetylated Hybrid Pyrazoles as Potent Anticandidiasis Agents

Cited by 5 publications

References 26 publications

Synthesis and Spectral Correlation Study of some 3-(3,4-dichlorophenyl)-5-(Substituted Phenyl)-4,5-dihydro-<sup>1</sup><i>H</i>-Pyrazole-1-yl-Ethanones

Synthesis and Spectral Correlation Study of some 3-(3,4-dichlorophenyl)-5-(Substituted Phenyl)-4,5-dihydro-<sup>1</sup><i>H</i>-Pyrazole-1-yl-Ethanones

Synthesis and Spectral Correlation Study of some 3-(3,4-dichlorophenyl)-5-(Substituted Phenyl)-4,5-dihydro-<sup>1</sup><i>H</i>-Pyrazole-1-yl-Ethanones

Solvent-Free Synthesis of Some1-Acetyl Pyrazoles

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