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Reactions of 2-Amino-4-methyl-6-(2-pyridyl)- and 2-Amino-4-methyl-6-phenyl-7,8-dihydroindazolo[4,5-d]thiazoles with Aldehydes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2-amino-4-methyl-6-(2-pyridyl)-7,8-dihydroindazolo[4,5-d]thiazole, obtained by treating 3-methyl-4-oxo-1-(2-pyridyl)-4,5,6,7-tetrahydroindazole with pyridinium bromide perbromide and then with thiourea, and 2-amino-4-methyl-6-phenyl-7,8-dihydroindazolo[4,5-d]thiazole with 4-bromo-, 4-fluoro-, 4-dimethylamino-, 4-methoxy-, 3,4-dimethoxy-, and 3,4-methylenedioxybenzaldehydes, furfural, pyridinecarbaldehyde, and thiophenecarbaldehyde gave the corresponding Schiff bases. The products of the condensation of these aminothiazoles with cinnamaldehyde, 1-(2-pyridyl)- and 4-chloro-1-(2,4-difluorophenyl)-5-formyl-3-methyl-6,7-dihydroindazoles, 2-formyl-dimedone, and 2-formyl-1,3-indanedione were also obtained.

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REFERENCES

  1. I. A. Strakova, A. Ya. Strakov, and M. V. Petrova, Khim. Geterotsikl. Soedin., 497 (1996).

  2. I. A. Strakova, A. Ya. Strakov, and M. V. Petrova, Latv. J. Chem., 733 (1994).

  3. G. A. Nishiguchi, A. L. Rodriguez, and J. A. Katzenellenbogen, Bioorg. Med. Chem. Lett., 12, 947 (2002).

    Google Scholar 

  4. M. D. Chordia, L. J. Murphree, T. L. Macdonald, J. Linden, and R. A. Olsson, Bioorg. Med. Chem. Lett., 12, 1563 (2002).

    Google Scholar 

  5. R. Faure, A. Frideling, J.-P. Galy, J. Alkorta, and J. Elguero, Heterocycles, 57, 307 (2002).

    Google Scholar 

  6. V. Colotta, D. Catarzi, F. Varano, L. Cecchi, G. Filacchioni, C. Martini, L. Trincavelli, and A. Lucacchini, J. Med. Chem., 43, 3118 (2000).

    Google Scholar 

  7. I. A. Strakova, L. G. Delyatitskaya, M. V. Petrova, and A. Ya. Strakov, Khim. Geterotsikl. Soedin., 768 (1998).

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Strakova, I., Petrova, M. & Strakovs, A. Reactions of 2-Amino-4-methyl-6-(2-pyridyl)- and 2-Amino-4-methyl-6-phenyl-7,8-dihydroindazolo[4,5-d]thiazoles with Aldehydes. Chemistry of Heterocyclic Compounds 40, 938–943 (2004). https://doi.org/10.1023/B:COHC.0000044579.61466.7b

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  • DOI: https://doi.org/10.1023/B:COHC.0000044579.61466.7b

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