light yellow to beige powder
6-Hydroxy-1,3-benzoxathiol-2-one was used in the synthesis of heterocycle-phosphor esters having potential antimicrobial activity.
ChEBI: A 1,3-benzoxathiole having a hydroxy substituent at the 6-position.
40 g potassium thiocyanate in 50 ml of water are added, while stirring at
room temperature, to a solution of 11 g of resorcinol and 50 g of crystallized
copper sulfate in 250 ml of water. The black cupric thiocyanate formed
becomes colorless after a short time, which indicates that the introduction of
thiocyanogen is terminated. The cuprous thiocyanate is removed by filtering
with suction and then washed with water; the filtrate is mixed with 50 ml of a
2 N sodium carbonate solution, whereby the imino-thiocarbonate of resorcinol
separates in the form of a colorless crystalline body. The yield amounts to 16
g. The new compound which melts at 149°C dissolves very easily in many
organic solvents and in mineral acids.
A 10% solution of the imino-thiocarbonate of resorcinol in 10% hydrochloric
acid is heated for 15 min on the steam bath. The 6-hydroxy-1,3-benzoxathiol-
2-one (thiocarbonate free from) nitrogen separates, on cooling, in the form of
fine crystals melting at 158°C.
Antiseborreic, Antifungal, Keratolytic
Antimicrobial and cytostatic properties of 6-hydroxy-1,3-benzoxathiol-2-one has been investigated. Supramolecular structure of 6-hydroxy-1,3-benzoxathiol-2-one has been studied.
