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Novel derivatives of methyl hexahydro-3-methyl-6-thioxo-1,2,4,5-tetrazine-3-nonanoate

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Journal of the American Oil Chemists’ Society

Abstract

Methyl hexahydro-3-methyl-6-thioxo-1,2,4,5-tetrazine-3-nonanoate (I) on treatment with reagents such as chloroacetic acid, 1,2-dibromoethane and 2-mercaptoethanol under different reaction conditions afforded methyl 3,4,6,7-tetrahydro-3-methyl-6-oxo-2H-thiazolo[3,2-b]-1,2,4,5-tetrazine-3-nonanoate (II), methyl 3,4,6,7-tetrahydro-3-methyl-2H-thiazolo[3,2-b]-1,2,4,5-tetrazine-3-nonanoate (III) and methyl 8-methyl-1-oxa-4-thia-6,7,9,10-tetraazaspiro-[4.5]-decane-8-nonanoate (IV) in good yields. The structures of compounds II–IV were established by elemental analysis, infrared (IR), nuclear magnetic resonance (NMR), and mass spectral data.

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References

  1. Hupe, D., C. Azzolina, A. Barbara, L. Argenbright and N. Behrens, European patent applied EP 304, 221 (Cl. A 61K31/41), Feb. 22, 1989; United States applied 87, 494, August 20, 1987;Chem. Abstr. 112:30670s (1990).

    Google Scholar 

  2. Rao, E., Y. Bathini and J.W. Lown,J. Org. Chem. 55:728 (1990).

    Article  CAS  Google Scholar 

  3. Lagorce, J.F., J. Buxeraud, A.C. Jambut-Absil and C. Raby,Bull. Soc. Pharm. Bordeaux, 128(1-2-3-4):72 (1989);Chem. Abstr. 112:151269b (1990).

    CAS  Google Scholar 

  4. Kraemer, W., J. Weissmueller, D. Berg, W. Brandes and S. Dutzmann,Ger. Offen DE 3, 828, 545 (Cl. CO7D317/72), March 1, 1990, Applied August 23, 1988;Chem. Abstr. 113:172002v (1990).

    Google Scholar 

  5. Dimmoch, J.R., and L.M. Smith,J. Pharm. Sci. 69:575 (1980).

    Article  Google Scholar 

  6. Fisher, A., and I. Karton,European patent applied EP 314, 444 (Cl. C07D497/20), May 3 (1989), United States applied 114, 473, October 28 (1987);Chem. Abstr. 112:48812x (1990).

  7. Mustafa, J., M.S. Ahmad, Jr. and S.M. Osman,J. Chem. Research(S):220 (1989).

  8. Husain, S.R., F. Ahmad, M. Ahmad and S.M. Osman,J. Am. Oil Chem. Soc. 61:955 (1984).

    Google Scholar 

  9. Mustafa, J., M.S. Ahmad, Jr., A. Rauf and S.M. Osman, Ibid.:941 (1984).

    CAS  Google Scholar 

  10. Mustafa, J., M.T. Saeed and S.M. Osman, Ibid.:313 (1991).

    CAS  Google Scholar 

  11. Nasirullah, F. Ahmad, S.M. Osman and W. Pimlott, Ibid.:411 (1982).

    CAS  Google Scholar 

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Saeed, M.T., Mustafa, J., Rauf, A. et al. Novel derivatives of methyl hexahydro-3-methyl-6-thioxo-1,2,4,5-tetrazine-3-nonanoate. J Am Oil Chem Soc 69, 481–484 (1992). https://doi.org/10.1007/BF02540954

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  • DOI: https://doi.org/10.1007/BF02540954

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