Abstract
Alkylation of 4-methyl-7(8)-nitro-2,3,4,5-tetrahydrobenzodiazepin-2-ones under phase transfer catalytic conditions or in dry acetone occurs only at position 1. The 5-alkyl isomers are obtained by reductive alkylation of 4-methyl-7(8)-nitro-2,3-dihydro-1,5-benzodiazepin-2-ones. The UV, IR, PMR, and mass spectra of the isomeric compounds are reported.
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B. A. Puodzhyunaite, R. A. Yanchene, and A. S. Zaks, Khim.-farm. Zh., No. 9, 1077 (1988).
B. A. Puodzhyunaite, R. A. Yanchene, and Z. S. Stumbovichute, Khim. Geterotsikl. Soedin., No. 7, 957 (1988).
Z. F. Solomko, V. S. Tkachenko, A. N. Kost, V. A. Budylin, and V. L. Pikalov, Khim. Geterotsikl. Soedin., No. 4, 533 (1975).
B. A. Puodzhyunaite and Z. A. Talaikite, Khim. Geterotsikl. Soedin., No. 6, 833 (1974).
T. S. Chmilenko, Z. F. Solotko, and A. N. Kost, Khim. Geterotsikl. Soedin., No. 4, 525 (1977).
M. J. Kamlet (ed.), Organic Electronic Spectral Data, Vol. 1, New York (1957), p. 86.
L. Bellamy, New IR Spectral Data for Complex Molecules [Russian translation], Mir, Moscow (1971), p. 197.
W.-G. Chai, G.-H. Wang, S. Jin, and Z. Ming. Org. Mass Spectrometry, 22, No. 10, 660 (1987).
R. A. Khmel'nitskii and P. B. Terent'ev, Usp. Khim., 48, No. 5, 854 (1979).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 959–963, July, 1992.
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Puodzhyunaite, B.A., Yanchene, R.A., Terent'ev, P.B. et al. Synthesis and spectral properties of n-alkyl-4-methyl-7(8)-nitro-2,3,4,5-tetrahydro-(1h)-1,5-benzodiazepin-2-ones. Chem Heterocycl Compd 28, 798–802 (1992). https://doi.org/10.1007/BF00474496
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DOI: https://doi.org/10.1007/BF00474496