• Title/Summary/Keyword: Pyrazolin-5-one

Search Result 8, Processing Time 0.025 seconds

Organocatalytic Mannich-Type Reactions of Cyclic N-Sulfimines with Trimethylsiloxyfuran and Pyrazolin-5-one

  • Lee, Jiseon;Kim, Sung-Gon
    • Journal of the Korean Chemical Society
    • /
    • v.63 no.5
    • /
    • pp.346-351
    • /
    • 2019
  • Mannich-type reactions of cyclic N-sulfimines with 2-trimethylsiloxyfuran and pyrazolin-5-one have been developed using phosphoric acid (PA) as an organocatalyst. 2-Trimethylsiloxyfuran underwent a vinylogous Mannich-type reaction with cyclic N-sulfimines in the presence of the PA catalyst to give sulfamidate ${\gamma}$-butenolides in good yields and with high diastereoselectivities (up to 90% yield and 7:1 dr). In addition, the reaction between pyrazolin-5-one and a diverse range of cyclic N-sulfimines provided access to sulfamidates in good to high yields (up to 94% yield).

Synthesis of Merocyanines Analogues Based on the Pyrazolin-5-one System

  • Park, Soo-Youl;Oh, Sea-Wha
    • Bulletin of the Korean Chemical Society
    • /
    • v.24 no.5
    • /
    • pp.569-572
    • /
    • 2003
  • The majority of dyes belong to the chromophoric class known as donor-acceptor systems. The essential structural feature of such systems is the presence of one or more electron donating groups conjugated to one or more electron withdrawing groups via an unsaturated bridge. The pyrazolin-5-one system is an effective electron acceptor residue, and can also act as a weak electron donor. In our experiments, the various symmetrical and unsymmetrical H-chromophores were synthesized in the indoxyl, imidazo[1,2-a]pyridin-2-one, pyrazolin-5-one, and pyridin-2,6-dione residues, resulting in cross-conjugated donor-acceptor systems. And the visible light absorption was then associated with the migration of electron density from the donor region of the molecule to the acceptor region. Also, it was useful to prepare related non-cross-conjugated donor acceptor chromophores by combining these residues with other electron donor or acceptor moieties. For convenience such chromophores are referred to as merocyanines.

Synthesis of novel Heterocycles Through Reaction of Indolin-2-one Derivatives with Active Methylene and Amino Reagents

  • Abdel-Latif, F.F.;Ahmed, E.Kh.;Mekheimer, R.;Mashaly, M.M.
    • Archives of Pharmacal Research
    • /
    • v.20 no.5
    • /
    • pp.507-509
    • /
    • 1997
  • Several new spiro compounds were synthesized via one-pot ternary condensation of isatin, malononitrile and each of thiobarbituric acid, barbituric, 3-methyl-pyrazolin-5-one, 1-phenyl-3-methyl-pyrazolin-5-one, acetylacetone, benzoylacetone, ethyl acetoacetate, phenacyl cyanide or ethyl-cyanoacetate dimer. Structures and reaction mechanisms were reported and supported via a second synthetic route.

  • PDF

Cyanoacetic Acid Hydrazide in Heterocyclic Synthesis: A New Route for the Synthesis of Several Annelated Pyran Derivatives

  • Eldin, Sanaa M.;El-Din, Asmaa A. Magd;Basyouni, Wahid M.
    • Archives of Pharmacal Research
    • /
    • v.16 no.4
    • /
    • pp.318-321
    • /
    • 1993
  • Cyanoaccetic acid hydrazide reacted with some 2-pyrazolin-5-one, isoxazol-5-one and 2-thiazolin-4-one and their ylidene derivatives to yield several new annelated pyran heterocycles. Structures wre established on the basis of elementary analyses and spectral data studies in addition to synthesis via other routes.

  • PDF

Reactions with Maleimides VII: Synthesis of Several New Pyrazolonyl-pyrrolidino[3,4-d]pyrazoline and Pyrazolonyl-pyrolo [3,4-d]pyrazole Derivatives

  • Ghabrial, Sami-S.
    • Archives of Pharmacal Research
    • /
    • v.13 no.4
    • /
    • pp.338-341
    • /
    • 1990
  • Several new pyrazoloyl-pyrrolidino[3, 4-d]pyrazolidines and pyrazolonyl-pyrrolo[3, 4-d] pyrazoles were synthesised via the reaction of N-arylaleimides with the phynylhydrazones of 3-methyl-4-formyl-2-pyrazoline-5-one and 1-phenyl-3-methyl-4-formyl-pyrazolin-5-one and treating of the resulting adducts with chloranil. Structures were based on elemental analyses and spectral data.

  • PDF

Synthesis, Tautomeric Structure, Dyeing Characteristics, and Antimicrobial Activity of Novel 4-(2-Arylazophenyl)-3-(2-hydroxyphenyl)-1-phenyl-2-pyrazolin-5-ones

  • Metwally, M.A.;Bondock, S.A.;El-Desouky, S.I.;Abdou, M.M.
    • Journal of the Korean Chemical Society
    • /
    • v.56 no.1
    • /
    • pp.82-91
    • /
    • 2012
  • Novel azopyrazolin-5-one dyes 4a-f were synthesized by the regioselective reaction of phenylhydrazine with 2,3,4-chromantrione-3-arylhydrazones 2a-f. The acid dissociation constants $pK_a$ for the series prepared were determined and correlated by the Hammett equation. The results of such correlation together with the spectral data indicated that the studied compounds exist predominantly in the hydrazone keto structure, (D) as the Z-configuration. The dyes were applied to polyester fabrics, affording orange-yellow shades and assessments of their dyeing performance are considered. Further, the compounds 4a-f were screened for their antimicrobial activity against various microorganisms.