• 제목/요약/키워드: Phthalazine

검색결과 5건 처리시간 0.016초

Magnetic Nanoparticle Immobilized N-Propylsulfamic Acid as a Recyclable and Efficient Nanocatalyst for the Synthesis of 2H-indazolo[2,1-b]phthalazine-triones in Solvent-Free Conditions: Comparison with Sulfamic Acid

  • Rostami, Amin;Tahmasbi, Bahman;Yari, Ako
    • Bulletin of the Korean Chemical Society
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    • 제34권5호
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    • pp.1521-1524
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    • 2013
  • N-Propylsulfamic acid supported onto magnetic $Fe_3O_4$ nanoparticles (MNPs-PSA) was used as an efficient and magnetically recoverable catalyst for synthesis of 2H-Indazolo[2,1-b]phthalazine-1,6,11(13H)-trione derivatives from the three-component, one-pot condensation reaction of phthalhydrazide, aromatic aldehydes and cyclic 1,3-diones, in good to excellent yields at $100^{\circ}C$ under solvent-free conditions. The catalyst was easily separated with the assistance of an external magnetic field from the reaction mixture and reused for several consecutive runs without significant loss of its catalytic efficiency. In order to compare, the synthesis of 2H-Indazolo[ 2,1-b]phthalazine-1,6,11(13H)-trione derivatives in the presence of catalytic amount of sulfamic acid (SA) under same reaction condition was also reported.

Hydrated Ferric Sulfate [Fe2(SO4)3·xH2O]: An Efficient and Reusable Catalyst for One-Pot Synthesis of 2H-Indazolo[2,1-b]phthalazine-triones

  • Choudhury, Abhik;Ali, Shahzad;Khan, Abu T.
    • 대한화학회지
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    • 제59권4호
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    • pp.280-283
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    • 2015
  • Hydrated ferric sulfate can be used as an efficient and reusable catalyst for the synthesis of 2H-indazolo[2,1-b]phthalazine-trione derivatives via one-pot three-component condensation reaction of phthalhydrazide, aromatic aldehydes and cyclic-1,3-diketones in ethanol under reflux conditions.

Novel Syntheses of 5-Aminothieno[2,3-c]pyridazine, Pyrimido[4',5':4,5]thieno[2,3-c]pyridazine, Pyridazino[4',3':4,5]thieno-[3,2-d][1,2,3]triazine and Phthalazine Derivatives

  • El Gaby, Mohamed S.A.;Kamal El Dean, Adel M.;Gaber, Abd El Aal M.;Eyada, Hassan A.;Al Kamali, Ahmed S.N.
    • Bulletin of the Korean Chemical Society
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    • 제24권8호
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    • pp.1181-1187
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    • 2003
  • Condensation of 4-cyano-5,6-dimethyl-3-pyridazinone 1 with aromatic aldehydes gave the novel styryl derivatives 2a-c. Refluxing of compound 2a with phosphorus oxychloride furnished 3-chloropyridazine derivative 3. Compound 3 was reacted with thiourea and produced pyridazine-3(2H)thione 4. Thieno[2,3-c]- pyridazines 5a-e were achieved by cycloalkylation of compound 4 with halocompounds in methanol under reflux and in the presence of sodium methoxide. Also, refluxing of compound 4 with N-substituted chloroacetamide in the presence of potassium carbonate afforded thienopyridazines 6a-e. Cyclization of compound 6 with some electrophilic reagents as carbon disulfide and triethyl orthoformate furnished the novel pyrimido[4',5':4,5]thieno[2,3-c]pyridazines 12 and 13a-c, respectively. Diazotisation of compound 6 with sodium nitrite in acetic acid produced the pyridazino[4',3':4,5]thieno[3,2-d][1,2,3]triazines 14a-c. Ternary condensation of compound 1, aromatic aldehydes and malononitrile in ethanol containing piperidine under reflux afforded the novel phthalazines 16a-c. Compound 3 was subjected to some nucleophilic substitution reactions with amines and sodium azide and formed the aminopyridazines 17a, b and tetrazolo[1,5-b]-pyridazine 19, respectively. The structures of the synthesized compounds were established by elemental and spectral analyses.

Synthesis of 6,7-Dichloro-5,8-phthalazinedione and Its Derivatives

  • Kim, Jin-Sung;Shin, Kye-Jung;Kim, Dong-Chan;Kang, Yong-Koo;Kim, Dong-Jin;Yoo, Kyung-Ho;Park, Sang-Woo
    • Bulletin of the Korean Chemical Society
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    • 제23권10호
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    • pp.1425-1446
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    • 2002
  • An efficient procedure for the synthesis of 6,7-dichloro-5,8-phthalazinedione (4) was developed in 49% overall yield via chloroxidation of 5,8-diaminophthalazine (8). And a series of its derivatives, 7-pyridinium-5,8-phthalazinedione-6-oxide (9), 6-chloro-7-phenylamino-5,8-phthalazinedione (10), 6,6-dimethoxy-6H-2,3,6b,11-tetraazabenzo[a]fluoren-5-one (11a), and 6,6-diethoxy-6H-2,3,6b,11-tetraazabenzo[a]fluoren-5-one (11b) have been synthesized.

Silver Nanoparticles Effect on Antimicrobial and Antifungal Activity of New Heterocycles

  • Kandile, Nadia G.;Zaky, Howida T.;Mohamed, Mansoura I.;Mohamed, Hemat M.
    • Bulletin of the Korean Chemical Society
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    • 제31권12호
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    • pp.3530-3538
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    • 2010
  • In this study 1-[4-(2-methoxy benzyl)-6-aryl-pyridazin-3(2H)-ylidene] hydrazines were used for the synthesis of new heterocyclic systems such as thiazolidine, phthalazine, pyrazolo, tetrazolo, hydrazide and new pyridazine derivatives to explore the effect of silver nanoparticles on their biological activity efficiency. Structures of the new heterocycles were characterized by the aid of several analytical techniques including; $^1H$-NMR, FTIR and mass spectra. Silver nanoparticles were synthesized by a simple methodology and the formation of silver nanoparticles was confirmed by transmission electron microscopy (TEM) and UV studies. Most of the new prepared heterocycles were evaluated in vitro as new antimicrobial agents. Combination effects of the silver nanoparticles on the antimicrobial activity of the new heterocycles were investigated using the disk diffusion method. Compound 10a exhibited the strongest enhancing effect of silver nanoparticles solution against Aspergillus flavus and Candida albicans.