Abstract
Nitration of 1-phenyl-4,5-dihydroimidazo- and -1,2,3-triazolo[4,5-c]pyridin-4-ones initially occurs at the para position of the phenyl ring, and the subsequent nitration yields the corresponding 7-nitro-1-(4-nitrophenyl) derivatives. Treatment of the latter with hydrazine hydrate leads to formation of 1-(4-aminophenyl)-7-methyl-4,5-dihydroimidazo- and -1,2,3-triazolo[4,5-d]pyridazin-4-ones.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
Yutilov, Yu.M. and Svertilova, I.A., Khim. Geterotsikl. Soedin., 1982, p. 705.
Yutilov, Yu.M. and Svertilova, I.A., Russ. J. Org. Chem., 1999, vol. 35, p. 583.
Yutilov, Yu.M. and Smolyar, N.N., Khim. Geterotsikl. Soedin., 1984, p. 132.
Yutilov, Yu.M. and Smolyar, N.N., Zh. Org. Khim., 1986, vol. 22, p. 1793.
Yutilov, Yu.M., Smolyar, N.N., and Gres'ko, S.V., Russ. J. Org. Chem., 1995, vol. 31, p. 273.
Temple, C., Smith, B.H., and Montgomery, J.A., J. Org. Chem., 1972, vol. 37, p. 3601.
FRG Patent Appl. no. 3 347 290, 1985; Ref. Zh., Khim., 1986, no. 13O79P.
FRG Patent Appl. no. 3445299, 1986; Ref. Zh., Khim., 1987, no. 3O147P.
Gerhardt, G.A., Aldous, D.L., and Castle, R.N., J. Heterocycl. Chem., 1965, vol. 2, p. 247.
Yutilov, Yu.M., Svertilova, I.A., Kirichenko, V.V., and Afanas'ev, B.E., USSR Inventor's Certificate no. 1187438, 1983; Byull. Izobret., 1997, no. 29.
Svertilova, I.A., Smolyar, N.N., and Yutilov, Yu.M., Ukr. Khim. Zh., 1996, vol. 62, nos. 3-4, p. 64.
Rights and permissions
About this article
Cite this article
Yutilov, Y.M., Smolyar, N.N., Eres'ko, A.B. et al. Ring Transformation of 7-Nitro-1-(4-nitrophenyl)-4,5-dihydro-1H-imidazo- and -[1,2,3]triazolo[4,5-c]pyridin-4-ones. Russian Journal of Organic Chemistry 40, 1015–1017 (2004). https://doi.org/10.1023/B:RUJO.0000045196.50576.d1
Issue Date:
DOI: https://doi.org/10.1023/B:RUJO.0000045196.50576.d1