Castor-based derivatives: Synthesis of some amides View Full Text


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Article Info

DATE

1963-03

AUTHORS

T. H. Applewhite, Jane S. Nelson, L. A. Goldblatt

ABSTRACT

Various amides of ricinoleic acid and the related ricinelaidic, hydroxystearic, dihydroxystearic, and trihydroxystearic acids have been synthesized and characterized. Ester aminolysis in methanol solution with sodium methoxide catalyst at room temperature has limited utility since it suffers severe rate retadations due to steric effects with secondary amines. In addition, with primary amines and ammonia, extended reaction times are generally necessary for reasonable, yields. The use of mixed carboxylic-carbonic anhydrides in amide syntheses was investigated and found applicable without interference from the secondary hydroxyl groups. Also, no appreciable steric effects were observed with most amines. This rapid, high yield method has been employed in the synthesis of a number of new amides from castor-based acids, ammonia, and primary and secondary amines. More... »

PAGES

101-104

References to SciGraph publications

  • 1961-11. Low temperature aminolysis of methyl stearate catalyzed by sodium methoxide in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1960-08. Fractionation of fats, oils, and waxes on thin layers of silicic acid in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1961-05. Solvent-blown rigid urethane foams from castor-based polyols in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1959-03. Ricinelaidic acid and methyl ricinelaidate. Their preparation and determination by infrared spectroscopy in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1961-11. Chromatostrip analysis of fatty acid derivatives in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1961-06. Antimicrobial activity of some ricinoleic acid oleic acid derivatives in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
  • 1959-12. Castor oil-derived plasticizers. Some nitrogen-containing derivatives as plasticizers for vinyl chloride-vinyl acetate copolymer and cellulose acetate resins in JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY
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    http://scigraph.springernature.com/pub.10.1007/bf02640699

    DOI

    http://dx.doi.org/10.1007/bf02640699

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