Synthesis of New Diazahomoadamantanone and Study the Reactivity of Carbonyl group

H. Shukkur, Ahmad; A. I, Kuznetsov; T. M, Serova

doi:10.37652/juaps.2011.44297

Document Type : Research Paper

Authors

¹ University of Al-Anbar - College of Education for Pure Sciences

² Lomonosov Academy of Fine Chemical Engineering, Moscow, Russia

³ Institute of Physiologically Active Substances, Russian Academy of Science, Russia.

10.37652/juaps.2011.44297

Abstract

In this paper, new diazahomoadamantane was prepared by condensation of cyclic ketone
(cyclododecanone) with 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane and acetic acid in 2-propanol gave new
diazahomoadamantanone (13,16-diazatetracyclo-[9.6.1.11,13.111,16]eicosan-18-one) by Mannich,s reaction. Also
were studied the reactivity of carbonyl group with various chemical agents like ( NaBH4 , H2N-NH2.H2O and
NH2-OH.HCl). A simplified procedure was developed for the synthesis of 1,3,6,8-tetraazatricyclo
[4.4.1.13,8]dodecane from condensation of ethane-1,2-diamine with paraform (Type A) in a very good yield. This
new compound was characterized by FT-IR, Mass spectrum, 1H NMR and 13C NMR spectroscopy methods

Keywords

Main Subjects

Chemistry

References

[1]- Fenjan Abdel-Amir M. and Shukkur A. H. (2011) // Al-Mustansiriya J. Sci., Vol. 22,№ 1, P. 77-86.

[2]- Kuznetsov A. I. , Shukkur A. Kh. and Serova T. M (2008) // Russian J. Org. Chem., Vol. 44, № 5 , P. 763.

[3]- Fenjan A-A M. and Kuznetsov A. I. (2003)// Russian J. Scie. Notes , № 7, P. 54-56.

[4]- Kuznetsov A. I. and Vladimirova A. (1993) // Latvian J. Chem. Hetrocyc. Comp. , № 10 , P. 1405-1408.

[5]- Kuznetsov A. I. , Barri U. , Majed G. and Vladimirova A. (1992) // Latvian J. Chem. Hetrocyc. Comp. , № 9 , P. 1257-1261.

[6]- Kuznetsov A. I. , Muscovkine A.. (1992) // Latvian J. Chem. Hetrocyc. Comp., № 5, P. 643-647.

[7]- Shukkur A. H., Ph.D Thesis, P. 45, 2007

[8]- Volpp G. (1962) //Chem. Ber., Vol. 95, P. 1493-1494.

[9]- Barton D. and Smith W. (1998)// J. Tetrahedron Lett. , Vol. 39, P. 7055-7060.

Journal of University of Anbar for Pure Science

Synthesis of New Diazahomoadamantanone and Study the Reactivity of Carbonyl group

References

References

Volume 5, Issue 3
December 2011
Page 1-4

Synthesis of New Diazahomoadamantanone and Study the Reactivity of Carbonyl group

References

References

Volume 5, Issue 3December 2011Page 1-4

Volume 5, Issue 3
December 2011
Page 1-4