Synthesis and X-ray analysis of butyl and glycosyl (2-arylamino-4,4-dimethyl-6-oxocyclohex-1-ene)carbodithioates and their possible cyclization to 2-thioxo-6,7-dihydro-1H-benzo[d][1,3]thiazin-5(2H)-one derivatives |
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Authors: | El Ashry El Sayed H Aly Aly A Amer Mohammed R Shah Muhammad R Ng Seik W |
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Institution: | aH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan;bChemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt;cChemistry Department, Faculty of Science, Benha University, Benha, Egypt;dDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia |
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Abstract: | Variety of butyl 2-arylamino-4,4-dimethyl-6-oxo-cyclohex-1-ene]carbodithioates (3a–c), 2-thioxo-6,7-dihydro-1H-benzod]1,3]thiazin-5(2H)-one derivatives (5a–c), and the glucosyl carbodithioates 6a–c as well as galactosyl carbodithioates 7a–c have been synthesized from the reaction of enaminone derivatives 1a–c with carbon disulfide followed by the alkylation with n-butyl bromide and α-d-glycosyl bromides, respectively. The amount of carbon disulfide plays a great role in the mode of reaction. The structures of the synthesized compounds were elucidated by spectral data and X-ray crystallography. |
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Keywords: | Dimedone Enaminones Carbodithioates Benzothiazines Thioglycosides X-ray |
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