Abstract
We have shown that when 2-substituted 2-aminobenzothiazoles react with propylene oxide in proton-donor solvents, products of hydroxyalkylation of both the heterocycle and o-aminothiophenol formed as a result of its cleavage are synthesized. We have traced the effect of the nature of the solvent, various additives, the reaction temperature, and the heating time on this process.
Similar content being viewed by others
REFERENCES
R. F. Ambartsumova and L. P. Kosmacheva, Khim. Geterotsikl. Soedin., 685 (1991).
M. K. Makhmudov, R. F. Ambartsumova, and B. Tashkhodzhaev, Khim. Geterotsikl. Soedin., 1273 (1996).
E. G. Mil'grom, L. P. Kosmacheva, Ya. V. Rashkes, and R. F. Ambartsumova, Khim. Geterotsikl. Soedin., 1139 (1994).
L. P. Kosmacheva, E. G. Mil'grom, and R. F. Ambartsumova, Khim. Geterotsikl. Soedin., 1279 (1996).
L. P. Kosmacheva, R. F. Ambartsumova, and E. G. Mil'grom, Khim. Geterotsikl. Soedin., 1132 (2000).
S. G. Ryklis and R. P. Vel'tman, Ukr. Khim. Zh., 18, 102 (1952).
J. A. VanAllan and G. A. Reynolds, J. Heterocycl. Chem., 5, 471 (1968).
R. Hunter, J. Chem. Soc., 1385 (1926).
L. R. Davidenkov and B. A. Porai-Koshits, Zh. Obshch. Khim., 26, 868 (1956).
A. V. Steele, US Pat. 2868801; Chem. Abstr., 53, 10261 (1959).
D. Braun and J. Weinert, Liebigs Ann. Chem., 210 (1979).
W. J. Close, J. Am. Chem. Soc., 73, 95 (1951).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Ambartsumova, R.F., Kosmacheva, L.P. Effect of Various Factors on the Reaction of 2-Aminobenzothiazoles with Propylene Oxide. Chemistry of Heterocyclic Compounds 38, 994–999 (2002). https://doi.org/10.1023/A:1020938001076
Issue Date:
DOI: https://doi.org/10.1023/A:1020938001076