Summary
The reaction of a series of N-R-N-RI-1(β-aminopropionyl)adamantanes with pheny1hydrazine formed 3(adamantyl-I)-1 phenylpyrazoline, the structure of which was confirmed by reverse synthesis from adamantyl-1 vinyl ketone. It is shown that the nitroso derivative of the secondary 0-amino ketone is also cyclized into 3(adamantyl-1)-1-phenylpyrazoline.
Similar content being viewed by others
References
V. A. Drungilaite, L. V. Chekuolene, and V. I. Shilekyavichene, Tenth Conference on Synthetic and Natural Physiologically Active Compounds, October 2-6, 1990. Erevan (1990), p. 47.
A. M. Taha, N. M. Omar, S. M. Bayomi, E. M. Amar, and A. Afifi, J. Pharm. Sci.,63, 395 (1974).
B. H. Chase and J. M. Evans, J. Chem. Soc. C, No. 12, 4825 (1964).
Stamper and Aycock, J. Am. Chem. Soc.,76, 2786 (1954).
Organic Reactions [Russian translation], IL, Moscow (1948), Issue 1, p. 527.
Judi Lin, P. E. Rivett, and J. F. K. Wishere, Austral. J. Chem.,30, 629 (1977).
R. Andrisano, A. Belotti, and E. Coghi, Ann. Chimica,54, 1104 (1964).
I. N. Zhmurova, R. I. Yurchenko, and O. M. Voitsekhovskaya, Zh. Org. Khim.,16, 609 (1980).
G. I. Denis, Yu. V. Guryavichene, V. Machionite, and R. R. Bernotas, Zh. Org. Khim.,13, 199 (1977).
Cy Xiping, Wu Yongren, and Yin Chenglie, J. Beijing Nomal. Nat. Sci., No. 3, 70 (1990).
F. N. Stepanov, Zh. Org. Khim., 2, No. 4, 644 (1966).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1038-1040, August, 1994.
Rights and permissions
About this article
Cite this article
Makarova, N.V., Zemtsova, N.N. & Moiseev, I.K. Synthesis of adamantyl-substituted pyrazolines. Chem Heterocycl Compd 30, 892–894 (1994). https://doi.org/10.1007/BF01165025
Issue Date:
DOI: https://doi.org/10.1007/BF01165025