• Title/Summary/Keyword: formylation

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Comparing of 5-Nonylsalicylaldoxime and Salicylaldehyde Characterization Using Magnesium Salt Formylation Process

  • Pouramini, Zeinab;Moradi, Ali
    • Journal of the Korean Chemical Society
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    • v.56 no.3
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    • pp.357-362
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    • 2012

  • 5-Nonylsalicylaldoxime and salicylaldehyde are two derivatives of phenolic compounds which are very applicable materials in industries. Formerly the formylation of phenolic derivatives were carried out by Rimer-Tiemann method. In this work both of these two materials were synthesized by magnesium meditated formylation technique and their structural characterizations were compared by instrumental analysis technique. In order to achieve a selectively orthoformylated product, the hydroxyl group of nonylphenol (or phenol) was first modified by magnesium methoxide. The nonylphenol magnesium salt was then formylated by paraformaldehyde. The oximation reaction was finally applied to the prepared nonylsalicylaldehyde magnesium salt by liquid extracting via water and acid washing and other extractions. The solvent was finally removed by evaporation under reduced pressure. Some instrumental analysis such as $^1H$-NMR, GC/MS and FT-IR spectra were taken on the product in order to interpret the reaction characterization quantitatively and qualitatively. The formaldehyde and oxime functional groups of two compounds were investigated through $^1H$-NMR and FT-IR spectra and were compared. The yield of methoxilation was very good and the yields of formylation and oximation reactions were about 90%and 85% respectively. The orthoselectivity of formylation reaction were evaluated by comparing of the relevant spectra. The GC/MS spectra also confirmed the obtained results.

  • https://doi.org/10.5012/jkcs.2012.56.3.357 인용 PDF KSCI KPUBS HTML

New Route to N-Formylation of Primary Amines with Amino Acids as a Source of CO Using Polyaniline Catalyst

  • Ahn, Jeong-Soo;Chi, Ki-Whan;Hwang, Ho-Yun;Ryu, Kwang-Sun;Lee, Chan-Woo
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2377-2380
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    • 2009

  • The treatment of primary amines with amino acids as a CO source in the presence of polyaniline emeraldine salts bring about N-formylation to give the corresponding formamides. This route to N-formylation methodology of primary amine represents the first reported example of a CO-transfer via radical mechanism by highly nanoporous polyaniline emeraldine salts catalyst.

  • https://doi.org/10.5012/bkcs.2009.30.10.2377 인용 PDF KSCI

An Efficient Method for N-Formylation of Amines Using Natural HEU Zeolite at Room Temperature Under Solvent-Free Conditions

  • Bahari, Siavash;Mohammadi-Aghdam, Babak;Mohammad Sajadi, S.;Zeidali, Fereshteh
    • Bulletin of the Korean Chemical Society
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    • v.33 no.7
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    • pp.2251-2254
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    • 2012

  • A rapid and practical green route for N-formylation of primary and secondary amines with formic acid at room temperature under the solvent-free conditions using HEU zeolite as a heterogeneous, reusable and highly efficient catalyst is described. The process is remarkably simple and environmentally benign. Excellent chemoselectivity was observed for the conversion of primary amines in the presence of secondary amines.

  • https://doi.org/10.5012/bkcs.2012.33.7.2251 인용 PDF KSCI