Synthesis and Dehydration of Oxadithia and Trithiadioxime Crown Compounds.

The reaction of 2,2-oxydiethanethiol and 2-[2-mercaptoethyl) thio] ethanethiol with dichloroglyoxime (DCGO) in absolute EtOH led to crown compounds, oxadithia (5Z,6Z)-1,4,7-oxadithiadiononane-5,6-dionedioxime (1) and trithia (2Z,3Z)-1,4,7-trithionane-2,3-dionedioxime (2), respectively. The compounds 5,6,8,9-tetrahydro [1,4,7]oxadithionine[5,6-c][1,2,5]oxadiazole (3) and 5,6,8,9-tetrahydro[1,4,7]trithionino[2,3-c][1,2,5]oxadiazole (4) were prepared by dehydration of 1 and 2 in aqueous solution of potassium hydroxide at 170-180°C, respectively. [ABSTRACT FROM AUTHOR]