Synthesis of a series of 2,3-disubstituted 4H-1,4-benzothiazines and X-ray crystal structure of ethyl 7-chloro-3-methyl-4H-1,4-benzothiazine-2-carboxylate
Authors: Dandia, Anshu; Dandia, Anshu; Sarawgi, Pritima; Sarawgi, Pritima; Hursthouse, Michael B.; Hursthouse, Michael B.; Bingham, Ann L.; Bingham, Ann L.; Light, Mark E.; Light, Mark E.; Drake, John E.; Drake, John E.; Ratnani, Raju; Ratnani, Raju
Source: Journal of Chemical Research, Volume 2006, Number 7, 1 July 2006 , pp. 445-448(4)
Publisher: Science Reviews 2000 Ltd
Abstract:The reaction between 2-aminobenzenethiol and ethyl acetoacetate is studied under a variety of conditions, and a procedure for the exclusive synthesis of 1,4-benzothiazines by the neat reaction of substituted aminothiols with β-ketoesters and β-dicarbonyl compounds in 85-96% yield is described. With microwave heating, even when both the reactants are solid, yields are high, reaction times brief, and work-up easy. A facile reaction is also observed even in a solid-state reaction. The molecular structure of ethyl 7-chloro-3-methyl-4H-1,4-benzothiazine-2-carboxylate (4d) was determined by single-crystal X-ray diffraction.
Document Type: Research Article
Publication date: 1 July 2006
The Journal of Chemical Research is a monthly journal which has a broad international authorship and publishes research papers and reviews in all branches of experimental chemistry.
Established in 1977 as a joint venture by the British, French and German chemical societies it maintains the high standards set by the founding societies. Each paper is independently peer reviewed and only carefully evaluated contributions are accepted.
Recent papers have described new synthetic methods, new heterocyclic compounds, new natural products, and the inorganic chemistry of metal complexes.
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- By this author: Dandia, Anshu ; Dandia, Anshu ; Sarawgi, Pritima ; Sarawgi, Pritima ; Hursthouse, Michael B. ; Hursthouse, Michael B. ; Bingham, Ann L. ; Bingham, Ann L. ; Light, Mark E. ; Light, Mark E. ; Drake, John E. ; Drake, John E. ; Ratnani, Raju ; Ratnani, Raju