Abstract
AS part of a continuing programme of synthesis of condensed pyrimidine ring systems as potential antimetabolites and antitumour agents, the preparation of the hitherto unreported 1,5-pyrimido[4,5-b]-diazepine ring system (I) was undertaken in these laboratories1. This ring system is analogous to the 1,5-benzodiazepines extensively examined by a number of investigators2–8. The preparation of the pyrimidodiazepines (I) was attempted by condensation of 4,5-diaminopyrimidine derivatives with β-diketones, as in the synthesis of the corresponding 1,5-benzodiazepines
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 51 print issues and online access
$199.00 per year
only $3.90 per issue
Buy this article
- Purchase on Springer Link
- Instant access to full article PDF
Prices may be subject to local taxes which are calculated during checkout
Similar content being viewed by others
References
Chatterjee, S., Trites, D. H., and Modest, E. J., Abstr. Papers, 136th Meeting, American Chemical Society, Atlantic City, New Jersey, 34-O (September 18, 1959).
Thiele, J., and Steimmig, G., Ber., 40, 955 (1907).
Finar, I. L., J. Chem. Soc., 4094 (1958).
Barltrop, J. A., Richards, C. G., Russell, D. M., and Ryback, G., J. Chem. Soc., 1132 (1959).
Barltrop, J. A., Richards, C. G., and Russell, D. M., J. Chem. Soc., 1423 (1959).
Wigton, F. B., and Joullié, M. M., J. Amer. Chem. Soc., 81, 5212 (1959).
Ried, W., and Draisbach, A., Chem. Ber., 92, 949 (1959).
Halford, J. O., and Fitch, R. M., J. Amer. Chem. Soc., 85, 3354 (1963).
Brown, D. J., in The Pyrimidines, edit. by Weissberger, A., 321–324 (Interscience, New York, 1962).
Jackman, L. M., Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry, 70 (Pergamon Press, The MacMillan Co., New York, 1959).
Yannoni, N. F., and Silverman, J., Nature, 202, 484 (1964).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
CHATTERJEE, S., TRITES, D. & MODEST, E. Structural Investigation of 4-[(4-Amino-5-pyrimidinyl)imino]-2-penten-2-ol. Nature 203, 970–971 (1964). https://doi.org/10.1038/203970a0
Published:
Issue Date:
DOI: https://doi.org/10.1038/203970a0
This article is cited by
-
1,5-Benzodiazepines (review)
Chemistry of Heterocyclic Compounds (1975)
Comments
By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.