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Reaction of methyltrans-2,3-epoxyhexadecanoate with urea: Synthesis of long chain fatty 2-oxazolidones

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Journal of the American Oil Chemists’ Society

Abstract

Methyltrans-2,3-epoxyhexadecanoate on refluxing with urea in dimethylformamide (DMF) afforded isomeric 4(5)-tridecyl-5(4)-carbomethoxy-cis-2-oxazolidone (II), 5-tridecylmethylene hydantoin (II) and 2-hydroxy-3-carbamidohexadecanoic acid (III).

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References

  1. Dyen, M.E., and D. Swern, Chem. Rev. 67:197 (1967) and references cited therein.

    Article  CAS  Google Scholar 

  2. Rips, R., Chem. Abstr. 85:46638 (1976).

    Google Scholar 

  3. Beasley, Y.M., V. Petrow, O. Stephenson and A.J. Thomas, J. Pharm. Pharmacol. 9:10 (1957).

    CAS  Google Scholar 

  4. Iwakura, Y., and S. Izawa, J. Org. Chem. 29:379 (1964).

    CAS  Google Scholar 

  5. Oda, R., and K. Isoda, Chem. Abstr. 55:20510 (1961).

    Google Scholar 

  6. Huth, A., and F. Neubauer, Liebigs Ann. Chem. 56 (1979).

  7. Huth, A., and E. Frost, Ibid. 261 (1983).

  8. Pinchas, S., and D. Ben Ishai, J. Am. Chem. Soc. 79:4099 (1957).

    Article  CAS  Google Scholar 

  9. Foglia, T.A., and D. Swern, J. Org. Chem. 34:1680 (1969).

    Article  CAS  Google Scholar 

  10. Herweh, J.E., T.A. Foglia and D. Swern, Ibid. 33:4029 (1968).

    Article  CAS  Google Scholar 

  11. Colthup, N.B., L.H. Daly and S.E. Wiberley, Introduction to Infrared and Raman Spectroscopy, Academic Press, New York, p. 418 (1972).

    Google Scholar 

  12. Gunstone, F.D., and F.R. Jacobsberg, Chem. Phys. Lipids 9:26 (1972).

    Article  CAS  Google Scholar 

  13. Palameta, B., and M. Prostenik, Tetrahedron 19:1463 (1963).

    Article  CAS  Google Scholar 

Download references

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Authors and Affiliations

  1. Section of Oils and Fats, Department of Chemistry, Aligarh Muslim University, 202001, Aligarh, India

    M. H. Ansari, M. S. Ahmad Jr. & M. Ahmad

Authors
  1. M. H. Ansari
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  2. M. S. Ahmad Jr.
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  3. M. Ahmad
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Ansari, M.H., Ahmad, M.S. & Ahmad, M. Reaction of methyltrans-2,3-epoxyhexadecanoate with urea: Synthesis of long chain fatty 2-oxazolidones. J Am Oil Chem Soc 62, 1659–1662 (1985). https://doi.org/10.1007/BF02541660

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  • DOI: https://doi.org/10.1007/BF02541660

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