• Title/Summary/Keyword: Amides

Search Result 187, Processing Time 0.019 seconds

Reduction of Tertiary Amides with Borane in the Presence of Trimethyl Borate

  • Oh In Hwan;Yoon Nung Min;Gyoung Young Soo
    • Bulletin of the Korean Chemical Society
    • /
    • v.10 no.1
    • /
    • pp.12-15
    • /
    • 1989
  • Various tertiary amides have been subjected to the reduction by borane-THF in the presence of trimethyl borate at $0^{\circ}C$ and the product ratio of alcohol and amine have been analyzed in order to find out the possible way to obtain one product exclusively on the basis of the structure of amides. In the case of N,N-dimethyl derivatives of both linear aliphatic and aromatic amides the corresponding alcohols were produced predominantly. However, the bulkier tertiary amides such as N,N-diethyl and hindered acid derivatives afforded amines rather than alcohols. The mechanism of borane reduction of tertiary amides is also discussed.

Two Phenolic Amides from Cocculus diversifolius

  • Kim, Youn-Chul;Kingston, David G.I
    • Korean Journal of Pharmacognosy
    • /
    • v.26 no.3
    • /
    • pp.273-275
    • /
    • 1995
  • Two phenolic amides were isolated from the stem of Cocculus diversifolius (Menispermaceae) and identified as N-trans-feruloyl tyramine and N-trans-feruloyl 3-methyldopamine by spectroscopic methods.

  • PDF

Synthesis of Benzoxazole Amides as Novel Antifungal Agents against Malassezia Furfur

  • Kim, Beom-Joon;Kim, Jin-Ah;Kim, Young-Kook;Choi, Soon-Yong;ParkChoo, Hea-Young
    • Bulletin of the Korean Chemical Society
    • /
    • v.31 no.5
    • /
    • pp.1270-1274
    • /
    • 2010
  • Malassezia is a pathogenic fungus that causes skin diseases, such as tinea versicolor, atopic dermatitis and fatal sepsis. We report the synthesis of a series of benzoxazole amides and evaluation of their antifungal activity against Malassezia furfur. Twelve benzoxazole amides were prepared through the cyclization of the substituted 2-hydroxy aniline with N-(bis-methylsulfanylmethylene) amides. Among the prepared compounds, the compounds 4a, 8b, 8c and 8d showed in vitro antifungal activity.

Radical Additions of Arenethiols to Ynamides for the Selective Synthesis of N-[(Z)-2-(Arylsulfanyl)-1-alkenyl]amides

  • Sato, Akinori;Yorimitsu, Hideki;Oshima, Koichiro
    • Bulletin of the Korean Chemical Society
    • /
    • v.31 no.3
    • /
    • pp.570-576
    • /
    • 2010
  • A variety of ynamides undergo highly regio- and stereoselective radical addition of arenethiols with the aid of triethylborane as a radical initiator. The products, N-[(Z)-2-arylsulfanyl-1-alkenyl]amides, can be reduced with triethylsilane in trifluoroacetic acid to yield N-[2-(arylsulfanyl)alkyl]amides.

Syntheses and Central Nervous Depressant Activities of Piperine Derivatives (II) Piperic Acid Amides (Piperine유도체의 합성 및 중추억제작용에 관한 연구(II) Piperic Acid Amide 유도체)

  • 은재순;임중기;김완주;우원식;이은방
    • YAKHAK HOEJI
    • /
    • v.27 no.4
    • /
    • pp.283-287
    • /
    • 1983
  • In order to search more active and less toxic central nervous depressants, piperic acid amides were synthesized by condensation of piperonal with crotonic acid amides. The bioassay results revealed that, among the compounds synthesized, the piperonic acid methylamide and ethylamide exhibited potent protective activity against strychnine-induced convulsion.

  • PDF

Studies on the Formation and Stability of Colloids (I): Perturbation of Micelle Formation of Sodium Deoxycholate by Amides

  • Park, Joon-Woo;Chung He-Sson
    • Bulletin of the Korean Chemical Society
    • /
    • v.7 no.5
    • /
    • pp.399-402
    • /
    • 1986
  • The critical micelle concentration (CMC) of sodium deoxycholate (NaDC) and the effects of amides on the micellization processes have been studied by fluorometric technique using pyrene as a probe. The addition of amides as cosolvent destabilized the NaDC micelle and increased the CMC. The order of effectiveness for the perturbation of NaDC micelle was N-methylacetamide ${\ge}$ DMF > acetamide > formamide, which is the order of hydrophobicity of the amines. This indicated that the effect of amides on the micellization processes of NaDC arises from diminution of the hydrophobic effect. The electrostatic repulsion between ionic head groups in the NaDC micelle appeared to be much less than that in aliphatic ionic micelle. This was also revealed in the weaker dependence of the CMC on ionic strength. The premicellar association of NaDC was not significantly involved in the micellization processes of the bile salt.

Ab-inito and NMR Studies on the Rotational Barrier for Thioacetamide and Acetamide

  • 최영기;송근일;최영상;윤창주
    • Bulletin of the Korean Chemical Society
    • /
    • v.18 no.10
    • /
    • pp.1094-1099
    • /
    • 1997
  • The rotational barriers of thioacetamide (TA) and acetamide (AA) were studied using the ab-initio molecular orbital theory and NMR spectroscopy. The calculated rotational barriers using MP2/6-31G**//MP2/6-31G** for TA was 72.26 kJ/mol and 58.19 kJ/mol for AA, respectively. These results are good agreement with the experimental data. The tendency for the change of structural parameters is consistent with the result of formamide. In both amides, the rotational barrier arises from the pyramidalization of nitrogen. The chemical shifts of both amides are shifted upfield when temperature is raised, which confirms pyramidalization of nitrogen. The lineshape of 1H-NMR spectra of TA shows quintet which is contributed from two triplet spectra. This means that the distribution of electrons around the nitrogen is rather symmetric. Ab-initio calculations of electric field gradient for both amides confirm the above results. The above experimental results are well understood by Keith's view on thioamides, which excludes the contribution of resonance structure and considers the origin of rotational barrier to be the same in both thioamides and in corresponding amides.