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Communication | Regular issue | Vol 22, No. 6, 1984, pp.1339-1342
Published online, 1st January, 1970
DOI: 10.3987/R-1984-06-1339
Unexpected ’One-pot’ Formation of the Novel Macrocycle 1,8,15-Trithia[2.2.2](3,5)-1,3,4-thiadiazolinophane-4,11,18-trithione

Sebastiano Pappalardo,* Francesco Bottino, amd Corrado Tringali

*Dipartimento di Scienze Chimiche, Università di Catania, Viale A. Doria 8, I-95125 Catania, Italy


The titie compound (1) is obtained in 15% yield from the reaction of equimolar amounts of 2,5-dimercapto-1,3,4-thiadiazole (2), dibromomethane and potassium hydraxide in ethanol. A possible mechanism, involvmg the self-condensation of the extremely reactive intermediate 3-bromomethyl-5-mercapto-1,3,4-thiadiazoline-2-thione (12a) to macrocycle (1), is proposed.