Abstract
The reaction of 4-alkoxytetrahydro-1, 3-thiazine-2-thiones with methyl iodide and subsequent treatment of the resultant S-alkylation products by suitable sodium alcoholates yielded 4-alkoxy-2-methylthio-S, 6-dihydro-4H-1, 3-thiazines, which upon reaction with phenoxyacetyl chloride in the presence of triethylamine was stereospecifically converted into 4-alkoxy-6-methylthio-7-phenoxvcephams.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
A. D. Shutalev, M. T. Pagaev, and L. A. Ignatova, Zh. Org. Khim.,27, 1274 (1991).
A. K. Bose, B. Dayal, and M. S. Manhas, Tetrahedron Lett., No. 28, 2823 (1972).
A. K. Bose, M. S. Manhas, J. Chib, H. Chawla. and B. Dayal, J. Org. Chem.,39, No. 19, 2877 (1974).
S. D. Sharma, S. K. Arora, and U. Mehra, Indian J. Chem.,24B, 895 (1985).
R. Silverstein, H. Bassler, and T. Morril, Spectrometric Identification of Organic Compounds [Russian translation], Mir, Moscow (1977), p. 195.
A. K. Bose and J. L. Fahey, J. Org. Chem.,39, 115 (1974).
A. K. Bose, J. L. Fahey, and M. S. Manhas, J. Heterocycl. Chem.,10, 791 (1973).
A. D. Shutalev, Khim. Geterotsikl. Soedin., No. 10, 1389 (1993).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 557–560, April, 1996.
Rights and permissions
About this article
Cite this article
Shutalev, A.D., Pagaev, M.T. Reaction of 2-alkoxy-2-methylthio-5,6-dihydro-4H-1,3-thiazines with phenoxyacetyl chloride. Chem Heterocycl Compd 32, 487–490 (1996). https://doi.org/10.1007/BF01165919
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01165919