• Title/Summary/Keyword: Aryl chloride

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Study on the Reaction of Isoxazolidine-3-thione with Anhydrous Aluminum CHloride; Synthesis and Mechanism of the Formation of N-(p-Biphenylyl)-3-aryl-3-phenylpropanothioamides

  • 서영완;김경태
    • Bulletin of the Korean Chemical Society
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    • v.16 no.4
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    • pp.356-359
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    • 1995
  • The reaction of 5-aryl-2-phenylisoxazolidine-3-thiones with more than 3 equivalents of anhydrous aluminum chloride in benzene at reflux gave N-(p-biphenylyl)-3-aryl-3-phenylpropanothioamides in good yields. It is conceived that the propanothioamides are formed via the formation of the corresponding N-phenyl-3-aryl-3-phenylpropanothiohydroxamic acids.

Palladium Catalyzed Carbonylative Vinylation of Aryl Halides with Olefins and Carbon Monoxide

  • Kim, Jin-Il;Ryu, Cheol-Mo
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.246-250
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    • 1987
  • The reaction of aryl iodides or bromides with olefins in the presence of 1 mol % of $PdCl_2(PPh_3)_2$ and 3 equiv. of $n-Bu_3N\; at\; 100^{\circ}C$ in carbon monoxide atmosphere gave the corresponding aryl vinyl ketones in good yields with small amount of vinylated 1-aryl olefins. But, when the reaction was proceeded under the 10 atm of carbon monoxide, aryl vinyl ${\alpha}$-diketones and aryl vinyl ketones were obtained in moderate to good yields. The reaction was tolerant of a wide variety of functional groups on either the aryl halides or olefin compounds. Reactivity of aryl halide decrease in the order; aryl iodide > aryl bromide ${\gg}$aryl chloride. In general, the reaction proceeded well and gave good yields of aryl vinyl ketones and aryl vinyl ${\alpha}$-diketones when reactants are substituted with electron withdrawing groups.

A Novel Synthesis of 3,9-Dialkyl and 8-Aryl-3,9-dimethylxanthines

  • Youssif, Shaker;El-Kafrawy, Azza;Bayoumy, Besheer;El-Bahaie, Said
    • Bulletin of the Korean Chemical Society
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    • v.23 no.3
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    • pp.374-380
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    • 2002
  • Several compounds of 3,9-dialkylxanthines were prepared from 1-methyl-6-chlorouracil via nucleophillic reactions with different aliphatic amines, followed by nitrosation, reduction, formaylation and finally dehydrocyclization. On the other hands, a series of 8-aryl-3,9-dimethylxanthines were synthesized by dehydrocyclization of 5-arylamido-1-methyl-6-methylaminouracils either by fussion or oxidation of 5-arylidine-amino-1-methyl-6-methylaminouracils using sodium periodate. Phosphoryl chloride was found to be uneffective reagent for dehydrocyclization that, gave another products from 1,3-oxazolo[5,4-d] pyrimidines.

Studies on the Synthesis and Antimicrobial Activity of 2-Aryl-3-(5-nitro-2-furyl) acrylamides (2-Aryl-3-(5-nitro-2-furyl) acrylamide류의 합성과 항균작용에 관한 연구)

  • 박정섭
    • YAKHAK HOEJI
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    • v.18 no.4
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    • pp.249-254
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    • 1974
  • Eighteen 2-aryl-3-(5-nitro-2-furyl) acrylamides were synthesized as antimicrobial agent, by the condensation of 2-(p-sulbstituted phenyl)-3-(5-nitro-2-furyl) acryloyl chloride with amino component, such as sulfisozxazole, sulfamethoxypyridazine and sulfadimethoxine. All compounds showed fair bacteriostatic activity against staphylococcus aureus 6538p, Bacillus subtilis, Escherichia coli, and Klebsiella pneumoniae. 2-(p-Hydroxyphenyl)-and 2-(p-acetoxyphenyl) compounds also showed antimicrobial activity against Saccharomyces cerevisiae 396 and Aspergillus oryzae.

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Synthetic Studies on 2,5-Diarylisoxazolidin-3-ones (2,5-Diarylisoxazolidin-3-ones의 합성에 관한 연구)

  • Youngwan Seo;Kwang Ryul Mun;Youn Young Lee;Kyongtae Kim
    • Journal of the Korean Chemical Society
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    • v.36 no.3
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    • pp.453-459
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    • 1992
  • 3-Aryl-3-bromopropanoyl chloride in either ether or carbon tetrachloride reacted with 2 equiv. of hydroxylamine in the absence of trimethylsilyl chloride at ambient temperature to give directly 2,5-diarylisoxazolidin-3-ones in good yields. However, when 3-benzylhydroxylamine at $0^{\circ}C$, N-benzyl-3-bromo-3-phenylpropanohydroxamic acid (72%) and N-benzyl-C-phenylnitrone (12%) were obtained. On the contrary, 3-phenylisoxazolidin-5-one (41%) and 2-benzyl-S-phenyl-isoxzolidin-3-one (38%) were obtained when 3 equiv. of benzylhydroxylamine was used under the same conditions.

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Synthesis of Organic Carbonates with Alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates and ROH/AlCl3 under Ambient Condition

  • Sung, Gi Hyeon;Kim, Bo Ram;Ryu, Ki Eun;Kim, Jeum-Jong;Yoon, Yong-Jin
    • Bulletin of the Korean Chemical Society
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    • v.35 no.9
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    • pp.2758-2764
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    • 2014
  • We demonstrated the synthesis of organic carbonates using alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates and alcohol in the presence of aluminum chloride. Alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates were reacted with alcohol in the presence of $AlCl_3$ in toluene at room temperature to afford the corresponding unsymmetric and symmetric organic carbonates in good to excellent yields. These are efficient and convenient processes. Alkyl/aryl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylates are solid, stable and non-toxic $CO_2/CO_2R$(Ar) source. It is noteworthy that the reaction is carry out under an ambient and acidic conditions, the easy-to prepare and readily available starting materials and the quantitative isolation of reusable 4,5-dichloropyridazin-3(2H)-one.