Abstract
In our studies to develop methods for identification and analysis of controlled substances, the mass spectra of two groups of barbituric acid derivatives were determined. This paper examines a compilation of the substituent effects on the mass fragmentation of barbituric acid derivatives. The first series included analysis of 17 5,5-disubstituted barbiturates, the C5–substituents being R (R = methyl, ethyl, propyl, butyl, pentyl, isopentyl) and X-CH2CH2– (X = –CI, –Br, –I, –SCN, –N(CH3)2, -OC(S)S-CH2CH3). The second series included analysis of 13 barbituric acid derivatives with aromatic methylene substituents bonded exocyclic at the C5 position. The substituents were phenyl–, pyridyl–, cinnamyl–, and furfuryl– methylene groups.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
United States Public Law 91–513, “Comprehensive Drug Abuse Prevention and Control Act of 1970”, 91st Congress, H.R. 18583, 84 STAT., 1970, p. 1236.
R.T. Coutts and R.A. Locock, J. Pharm. Sci., 1968, 57, 2096.
A. Costopanagiotis and H. Budzikiewicz, Monatsh. Chem., 1965, 96, 1800.
H.-F. Grutzmacher and W. Arnold, Tetrahedron Lett., 1966, 13 1365.
E. Soltero-Rigau, T.L. Kruger and R.G. Cooks, Anal. Chem., 1977, 49, 435.
H.M. Fales, W.A. Milne and T. Axenrod, Anal. Chem., 1970, 42, 1432.
R. Saferstein and J.-M. Chao, J. Ass. off. Anal. Chem., 1973, 56, 1234.
S. Akabori, Proc. Imp. Acad., (Tokyo), 1927, 3 , 342.
S. Akabori, J. Chem. Soc. Japan, 1931, 52; 601.
S. Akabori, Ber., 1533, 66B, 139.
G. Briickmann and S.D. Isaacs, J. Am. Chem. Soc., 1949, 71, 390.
L. Cretcher, J.A. Koch and W.H. Pittenger, J. Am. Chem. Soc., 1925, 47, 3083.
M. Horimi, K. Shimoda and H. Zenno, J. Pharm. Soc. Japan, 1954, 74, 1305.
M. Krakowski, Arch. Chem. Farm., 1935, 2 , 164.
H. Ridi and P. Papini, Gazz. Chim. Ital., 1946, 76 , 369.
E.F. Rosenberg, R.F. Kneeland and G.S. Skinner, J. Am. Chem. Soc., 1934, 56, 1339.
G.S. Skinner, J. Am. Chem. Soc., 1937, 59, 322.
G.S. Skinner and R.E. Herbener, J. Am. Chem. Soc., 1953, 75, 3031.
G.S. Skinner and W.H. Jr. Waitz, J. Am. Chem. Soc., 1952, 74, 498.
J.H. Speer and T.C. Dabovich, Org. Synth., 1941, 21, 5.
R.T. Coutts and R.A. Locock, J. Pharm. Sci., 1969, 58, 775.
J. Ridd, in “Physical Methods in Heterocyclic Activity”, A.R. Katritzky, Ed., Academic Press, London, 1963, p. 109.
J. Collin, Bull. Soc. Chim. Belg., 1960, 69, 575.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1978 Plenum Press, New York
About this chapter
Cite this chapter
Klein, M. (1978). Mass Spectral Fragmentation of C5-Substituted Barbituric Acid Derivatives. In: Frigerio, A. (eds) Recent Developments in Mass Spectrometry in Biochemistry and Medicine. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-3991-5_38
Download citation
DOI: https://doi.org/10.1007/978-1-4613-3991-5_38
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4613-3993-9
Online ISBN: 978-1-4613-3991-5
eBook Packages: Springer Book Archive