• Title/Summary/Keyword: Hydrazones

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Synthesis and Biological Investigations of New Thiazolidinone and Oxadiazoline Coumarin Derivatives

  • Abd Elhafez, Omaima Mohamed;El Khrisy, Ezz El Din Ahmed Mohamed;Badria, Farid;Fathy, Alaa El Din Mohamed
    • Archives of Pharmacal Research
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    • v.26 no.9
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    • pp.686-696
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    • 2003
  • Ethyl (coumarin-4-oxy)acetate 1 was prepared through the reaction of 4-hydroxycoumarin with ethyl bromoacetate. Compound 1 was allowed to react with hydrazine hydrate to produce coumarin-4-oxyacetic hydrazide 2. The synthesis of N-(arylidene and alkylidene)-coumarin-4-oxyacetic hydrazones 3-20 was performed. The preparation of 2-substituted-3-[(coumarin-4-oxy) acetamido]thiazolidinones 21-26 and 2-[(coumarin-4-oxy )methyl]-4-acetyl-5-substituted-$\Delta^2$-1,3,4-oxadiazolines 27-33 was performed by the reaction of the hydrazones 3, 4, 7, 9, 12, 14 with mercaptoacetic acid and the hydrazones 3, 4, 5, 7, 12, 15, 16 with acetic anhydride, respectively. The antiviral activities, cytotoxicities and structure-activity relationship (SAR) towards different microorganisms of the prepared compounds were studied.

Reactions with Halogenated Compound: Synthesis of Several New Pyrazolo[3,2-c] triazine and 2-Benzenesulfonylglyoxal arylhydrazone Derivatives

  • Abdelhamid, Abdou O.;Attaby, Fawzy A.;Khalifa, Fathy A.;Ghabrial, Sami S.
    • Archives of Pharmacal Research
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    • v.15 no.1
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    • pp.14-19
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    • 1992
  • Diazotized primary artomatic amines 4 coupled with the ketosulfones 1-3 in ethanol in the presence of sodium acetate at $0^\circ{C}$ to afford the corresponding bydrazones 5-7. Also diazotized 3-aminopyrazoles 14 coupled with 1-3 in ethanolic sodium acetate to give the pyrazolotriazines 18-20 in good yields. Compounds 5-7 and 18 can also be obtained from the reaction of hydraziodoyl halides 8-10 and 21 with sodium benzenesultinate. The hydrazones 11-13 can easy be oxidized to the hydrazones 5-7, using hydrogen peroxide in acetic acid.

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Synthesis, Physico-Chemical and Biological Properties of Complexes of Cobalt(II) Derived from Hydrazones of Isonicotinic Acid Hydrazide (Isonicotinic Acid Hydrazide의 Hydrazone으로부터 유도된 코발트(II) 착물의 합성, 물리-화학 및 생물학적 성질)

  • Prasad, Surendra;Agarwal, Ram K.
    • Journal of the Korean Chemical Society
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    • v.53 no.1
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    • pp.17-26
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    • 2009
  • Hydrazones of isonicotinic acid hydrazide, viz., N-isonicotinamido-furfuralaldimine (INH-FFL), N-isonicotnamido-cinnamalidine (INH-CIN) and N-isonicotnamido-3',4',5'-trimethoxybenzaldimine (INH-TMB) were prepared by reacting isonicotinic acid hydrazide with respective aromatic aldehydes, i.e., furfural, cinnamaldehyde or 3,4,5-trimethoxy-benzaldehyde. A new series of fifteen complexes of cobalt(II) with these new hydrazones, INH-FFL, INH-CIN and INH-TMB, were synthesized by their reaction with cobalt(II) salts. The infrared spectral data reveal that hydrazone ligands behave as a bidentate ligand with N, O donor sequence towards the $Co^{2+}$ ion. The complexes were characterized on the basis of elemental analysis, magnetic susceptibility, conductivity, infrared and electronic spectral measurements. Analytical data reveal that the complexes have general composition [Co($L)_2X_2]\;and\;[Co(L)_3](ClO_4)_2$ where L= INH-FFL, INH-CIN or INH-TMB and X = $Cl^-,{NO_3}-,\;NCS^-\;or\;CH_3COO^-.$ The thermal behaviour of the complexes were studied using thermogravimetrictechnique. Electronic spectral results and magnetic susceptibility measurements are consistent with the adoption of a six-coordinate geometry for the cobalt(II) chelates. The antimicrobial properties of cobalt(II) complexes and few standard drugs have revealed that the complexes have very moderate antibacterial activities.

Practical Synthesis of 1,1-Difluoro- or 1-Fluoroalkenes from 2,2,2-Trifluoroacetophenone Derivatives

  • Kang, Min-Hyuk;Lee, Sun-Ah;Kang, Na-Na;Moon, Bong-Jin
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.3022-3030
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    • 2011
  • Since the discovery of the fact that compounds bearing a vinylic fluoride moiety often exhibit remarkable biological activities such as enzyme inhibitors, many synthetic methods for fluorine-substituted vinylic compounds have been developed. The synthesis of selectively fluorinated building blocks, such as arylsubstituted fluoro-alkenes, also has become an area of interest in recent years. Herein we describe a novel and practical method for the synthesis of 1,1-difluoro- and 1-fluoroalkenes starting from easily accessible trifluoroacetophenone derivatives. Various 1,1-difluoro- and 1-fluoroalkenes were prepared by the reaction of the corresponding tosyl hydrazones that were derived from trifluoroacetophenone derivatives by treating with alkyl or aryllithium reagents via addition-elimination and single electron transfer (SET) mechanism.

Synthesis and Characterization of Transition Metal Complexes with Benzimidazolyl-2-hydrazones of o-anisaldehyde and Furfural

  • Mohapatra, R.K.;Mishra, U.K.;Mishra, S.K.;Mahapatra, A.;Dash, D.C.
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.926-931
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    • 2011
  • A series of complexes of the type [$ML_2Cl_2$], where L=2-(o-anisylidene-2'-imino) amino benzimidazole (AIAB) and 2-(furfurylidene imino) amino benzimidazole (FIAB), M=Cu(II), Co(II), Ni(II) and Zn(II), have been synthesized and characterized on the basis of elemental analysis, thermal analysis, molar conductivity, magnetic moment, electronic, infrared, $^1H$-NMR spectral studies. The results are in consistent with bidentate chelation of ligand with azomethine nitrogen and ring nitrogen donors. All these Schiff bases and their complexes have also been screened for their antibacterial (Bacillus subtilis, Bacillus stearothermophilus, Escherichia coli and Salmonella typhi) and antifungal activities (Aspergillus niger and Aspergillus flavus).

Synthesis of Blue Emission Hydrazone Derivatives for Organic Electroluminescence (유기 EL용 청색 발광 히드라존 유도체의 합성)

  • Chung, Pyung-Jin;Lim, Hoi-Deuk
    • Korean Journal of Materials Research
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    • v.13 no.8
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    • pp.514-518
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    • 2003
  • As a fundamental study on organic electroluminescence(EL), blue emitting materials were synthesized and characterized. Individual blue colored hydrazone derivatives were synthesized from the reaction of aldehydes (phthalaldehyde, isophthalaldehyde) with the corresponding amnios (1-methyl -1-phenylhydrazine, 1,1-diphenylhydrazine hydrochloride). Recrystallization of hydrazones from chloroform revealed the melting temperature within $142∼156^{\circ}C$. Photoluminescence(PL) analysis on each hydrazone showed that emission range were blue(458∼478 nm). The structure of obtained hydrazones were elucidated by FT-IR, $^1$H-NMR and C, H, N elemental analyzer.