• Title/Summary/Keyword: Pyran

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A Study on the Synthesis of Antibacterial and Antifungal Naphthoquinoids (항진균, 항박테리아 작용이 있는 나프토퀴논꼴 화합물의 합성에 관한 연구)

  • 박외숙;임재경;장봉석;김주천
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1993.04a
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    • pp.122-122
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    • 1993
  • 살균, 정균, 살진균, 정진균등의 효능이 있는 나프토퀴논꼴 화합물인 6-oxo-3, 4, 4a, 5-tetrahydro-3-hydroxy-2,2-dimethylnaphtho [1,2] pyran(1)과 그의 유도체인 9-methoxy-6-oxo-3, 4, 4a, 5-tetrahydro-3-hydroxy-2, 2-dimethylnaphtho [1,2] pyran(2), 8,9-dimethoxy-6-oxo-3, 4, 4a, 5-tetrahydro-3-hydroxy-2, 2-dimethylnaph-the [1,2] pyran(3), 9-bromomethyl-6-oxo-3, 4, 4a, 5-tetrahydro-3-hydroxy-2, 2-dimethyl-naphtho [1,2] pyran(4)와 8, 9-methylenedioxy-6-oxo-3, 4, 4a, 5-tetrahydro-3-hydroxy-2, 2-dimethylnaphtho [1,2] pyran(5)을 손쉽게 구할 수 있는 benzene, anisole, 1, 2-di-methoxybenzene, bromomethylbenzene, 1, 3-benzodioxole등을 원료로 하여 합성하는 것이 본 연구의 목적이다.

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Theoritical Studies on Structure of 4H-Pyran-4-one and Its Sulfur Analogues (4H-Pyran-4-one과 그의 황 유도체의 구조에 관한 이론적 연구)

  • Ikchoon Lee;Hyeong Yeoun Park;Young Ki Kim
    • Journal of the Korean Chemical Society
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    • v.30 no.6
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    • pp.495-499
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    • 1986
  • Structures of 4H-pyran-4-one(I), 4H-pyran-4-thione(II), 4H-thiapyran-4-one (III), 4H-thiapyran-4-thione(IV) have been determined by MNDO and MINDO/3 methods. Geometries and physicochemical properties, especially the aromaticity, were found to agree well with the results of microwave experiments. The order of aromaticity was found to be (IV) > (III) > (II) > (I), which demonstrated inhibitory effect of strongly electronegative oxygen atom on the electron delocaligation, and the order of dipole moment, (II) > (IV) > (I) > (III), indicated the dominant contribution of the bond length of carbonyl group (C=O or C=S)

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An Efficient Method for Multicomponent Synthesis of Spiro[4H-pyran-oxindole] Derivatives Catalyzed by Magnesium Perchlorate

  • Wu, Chunlei;Shen, Runpu;Chen, Jianhui;Hu, Chunqi
    • Bulletin of the Korean Chemical Society
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    • v.34 no.8
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    • pp.2431-2435
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    • 2013
  • A simple and efficient method for the synthesis of spiro[4H-pyran-oxindole] derivatives by means of three-component reactions between isatins, malononitrile or ethyl cyano-acetate, and 1,3-dicarbonyl compounds in the presence of catalytic amount of magnesium perchlorate in 50% aqueous ethanol medium has been described.

Synthesis of 6-(10-Alkylphenothiazine-3-vinylene)-2-methyl-4-dicyanomethylene-4H-pyran (적색발광재료용 6-(10-알킬페노티아진-3-비닐렌)-2-메틸-4-디시아노메틸렌-4H-피란의 합성)

  • Chung, Pyung Jin;Sung, Jin Hee
    • Applied Chemistry for Engineering
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    • v.18 no.6
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    • pp.587-591
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    • 2007
  • 6-(10-Alkylphenothiazine-3-vinylene)-2-methyl-4-dicyanomethylene-4H-pyran derivatives were synthesized by Knoevenagel condensation. They are red-emitting materials for organic light emitting device (OLED) which composed of electron donor of 6-(10-Alkylphenothiazine-3-vinylene) groups and electron acceptor of -2-methyl-4-dicyanomethylene-4H-pyran groups by a conjugated structure. The structural properties of reaction products were analyzed FT-IR and $^1H-NMR$ spectroscopy. The thermal stabilities and reactivities were measured by melting points and yields. The UV-visibles and PL properties can be determined by exitation spectra and emission spectra, respectively.

Synthesis of N-Alkylcarbazole-3-Vinylene-2-Methyl-4-Dicyanomethylene-4H-Pyran (적색발광재료용 N-알킬카르바졸-3-비닐렌-2-메틸-4-디시아노메틸렌-4H-피란의 합성)

  • Chung, Pyung Jin;Sung, Jin Hee
    • Applied Chemistry for Engineering
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    • v.20 no.1
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    • pp.40-45
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    • 2009
  • N-Alkylcarbazole-3-vinylene-2-methyl-4-dicyanomethylene-4H-pyran derivatives were synthesized by dehydration, $S_N2$, Vilsmeier, and Knoevenagel condensation. They are red-emitting materials for organic light emitting device (OLED) composed of electron donor of N-alkylcabazole-3-vinylene groups and electron acceptor of 2-methyl-4-dicyanomethylene-4H-pyran groups by a conjugated structure. The structural properties of reaction products were analyzed FT-IR and $^1H-NMR$ spectroscopy. The thermal stabilities and reactivities were measured by melting points and yields. The UV-visibles and PL properties can be determined by exitation spectra and emission spectra, respectively.

Synthesis and Biological Evaluation of 2-Amino-4H-pyran-3,4,5-tricarboxylate Salt Derivatives

  • Akbari, Ali;Azami-Sardooei, Zabihollah;Hosseini-Nia, Asghar
    • Journal of the Korean Chemical Society
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    • v.57 no.4
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    • pp.455-460
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    • 2013
  • A novel and simple method for the synthesis of 2-amino-4H-pyran-3,4,5-tricarboxylate derivative and the evaluation of their antibacterial activity against Pseudomonas syringae, Xanthomonas citi and Pectobacterium carotovorum are reported. The structure of the isolated compounds has been determined by means of $^1H/^{13}C$ NMR and FT-IR Spectroscopy. The reaction of alkyl isocyanides with acetylenic esters in the presence of dimethyl acetone-1,3-dicarboxylate in the present of $BF_3.SiO_2$ at ambient temperature. Some of the compound showed significant inhibition to growth of bacteria.

A New and Facile Protocol for the Synthesis of Dithiocarbamate-linked 3,4-Dihydro-2H-pyran Using N-Halo Catalysts Under Mild Conditions Reaction

  • Ghorbani-Vaghei, Ramin;Amiri, Mostafa;Veisi, Hojat
    • Bulletin of the Korean Chemical Society
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    • v.33 no.12
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    • pp.4047-4051
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    • 2012
  • A new and facile protocol for the synthesis of dithiocarabamate in EtOH/$H_2O$ is described. Reaction of aromatic and aliphatic amines with $CS_2$ and 3,4-dihydro-2H-pyran in the presence of N,N,N',N'-tetrabromobenzene-1,3-disulfonamide [TBBDA] and poly(N-bromo-N-ethylbenzene-1,3-disulfonamide) [PBBS] gives the corresponding dithiocarbamates in good to high yields.

Studies on the Synthesis of Naphthoquinoids-1 : Formal Total Synthesis of (+)-6-Oxo-3,4,4a,5-tetra hydro-3-hydroxy-2,2-dimethylnaphtho-1,2-pyran

  • Park, Oee-Sook;Lim, Jae-Gyeong
    • Archives of Pharmacal Research
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    • v.19 no.6
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    • pp.581-585
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    • 1996
  • A new formal total synthesis of (+)-6-oxo-3, 4, 4a, 5-tetrahydro-3-hydroxy-2, 2-dimenthylnaphtho-1, 2-pyran (1) which has been known to have bactericidal, bacteriostatic, fungicidal, fungistatic activities against Staphylococcus aureus and other microorganism, is described. The key reaction involves enantioselective prenylation of .alpha.-tetralone via chiral lithioenamine.

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