Abstract
The reaction of N,N′-dialkyl- or N,N′-diaryl-1,5-diaminoanthrones with sulfur in a polar aprotic solvent in the presence of a base leads to the formation of 4-alkyl(aryl)amino-9-alky(aryl)-5H-anthra[1,9,8-bcde]-9-aza-1,10λ4-di-thiapentalen-5-ones. The reaction of the 1,5-diaminoanthrone, followed by methylation, leads to 7-amino-10-methylthio- and 7-amino-8,10-dimethylthio-6H-anthra[9,1-cd]isothiazol-6-ones. The structures of the last two compounds and of 4-methylamino-9-methylazadithiapentaleneanthrone were studied by x-ray crystallography. Elimination of the amino group occurs in each series. The structural features and the spectral characteristics of the new heterocyclic systems are discussed.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 417–425, March, 1990.
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Gorelik, M.V., Alimova, R.A., Shteiman, V.Y. et al. Synthesis and structure of derivatives of azadithiapentaleneanthrone and isothiazoleanthrone. Chem Heterocycl Compd 26, 361–369 (1990). https://doi.org/10.1007/BF00472562
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DOI: https://doi.org/10.1007/BF00472562