124530-83-2Relevant academic research and scientific papers
Reaction of 2,2'-Dithiodianiline with 2-Alkyl-1,3-diketones. Synthesis and Chemical Behaviour of Some 2-Acyl-2H-1,4-benzothiazines
Trapani, Giuseppe,Latrofa, Andrea,Reho, Antonia,Liso, Gaetano
, p. 721 - 724 (2007/10/02)
The reactions of 2,2'-dithiodianiline 1 with 2-alkyl-1,3-diketones 2a-d have been employed in order to synthesize 2-acyl-2H-1,4-benzothiazines.In the cases of 2a,b the expected 2-acyl-2H-1,4-benzothiazines, i.e. 3a,b were obtained, whereas the reactions of 1 with the 1,3-diketones 2c,d afforded the α-ketosulfide 12 and the 1,4-benzothiazine 17, respectively.The products 3a,b underwent the hydrolytic C2-C3 bond cleavage of the thiazine nucleus to give the α-ketosulfides 6 and 11, respectively.Such an hydrolytic process explains the formation of the compound 12in the reaction of 1 with 2c.The formation of 17 in the case of 2d is considered to be formed through a rearrangement involving the 1,3-sulfur shift of the preformed 1,4-benzothiazine 3d.
