Abstract
4-Methylthio-2,3-dihydro-1H-1,5-benzodiazepine derivatives were prepared by alkylation of tetrahydro-1H-1,5-benzodiazepine-2-thiones with iodomethane or dimethyl sufate in the presence of base or using phase-transfer catalysis. The desired 4-acyl-hydrazino-2,3-dihydro-1H-1,5-benzodiazepines resulted from the reaction of iminothioethers with hydrazides.
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B. Puodžiünaité, L. Kosychova, R. Jančiené, and Z. Stumbrevičiùté, Monatsh. Chem.,128, 1275 (1997).
M.-P. Foloppe, I. Rault, S. Rault, and M. Robba, Heterocycles,36, 63 (1993).
G. C. Grossi, M. Di Braccio, G. Roma, M. Ghia, and G. Brambilla, Eur. J. Med. Chem.,28, 577 (1993).
M. G. Bock, R. M. Di Pardo, B. E. Evans, K. E. Rittle, R. M. Freidinger, R. S. L. Chang, and V. J. Lotti, J. Med. Chem.,31, 264 (1988).
Z. F. Solomko, P. A. Sharbatyan, A. A. Gaponov, and V. I. Avramenko, Khim. Geterostikl. Soedin., No. 3, 396 (1990).
F. Malik, M. Hassan, D. Rosenbaum, and H. Duddeck, Magn. Reson. Chem.,27, 391 (1989).
J. B. Press, C. M. Hofmann, N. H. Eudy, W. J. Fanshawe, I. P. Day, E. N. Greenblatt, and S. R. Safir, J. Med. Chem.,22, 725 (1979).
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Institute of Biochemistry, Vilnius 2600, Lithuania. Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 368–372, March, 1998.
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Puodžiünaité, B., Kosychova, L., Jančiené, R. et al. Synthsis and mild conversion of 1,5-benzodiazepine iminothioethers into hydrazides. Chem Heterocycl Compd 34, 334–338 (1998). https://doi.org/10.1007/BF02290727
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DOI: https://doi.org/10.1007/BF02290727