GB823251A - Improvements in or relating to preparations containing benzoxathiol derivatives for the care of hair and skin - Google Patents

Abstract

There are claimed as novel compounds benzoxathiols of the formula <FORM:0823251/IV (a)/1> in which R1 is an aryl or aralkyl group, an acyl group, an aryloxy or aralkoxy group, an -O-acyl or -S- acyl group, a hydrosulphide or sulphonyl group or salt thereof; R2 is a carboxyl or carboxylic ester group, an alkoxy group, an alkyl group with from 1 to 6 carbon atoms, an acyl group, a nitro- or amino-group or a sulphonyl group or a salt thereof; X is oxygen, sulphur or an imino group. There are also mentioned compounds of the above formula in which R1 is additionally hydrogen, hydroxyl, C1-5 alkyl, C1-5 alkoxy or acyl and R2 is addi tionally hydrogen, hydroxyl or halogen. They may be prepared by the following methods. The appropriate substituted hydroxy or thiohydroxy benzene is rhodanized by the action of an alkali rhodanide in methanol, saturated with sodium bromide and treatment with bromine or by the action of copper sulphate and ammonium rhodanide in aqueous solution. The rhodanide first formed is rearranged in the course of the reaction to a 2-imino-benzoxathiol. The latter when treated with dilute acid gives rise to the corresponding 2-oxo-benzoxathiol. The benzoxathiols may also be obtained by the action of phosgene on the corresponding o-hydroxy thiophenols in the presence of pyridine and an inert solvent. Alternatively, benzoxathiol compounds themselves may be converted to benzoxathiol compounds of the above formul by standard methods of which examples are given.ALSO:Compositions useful for shedding dead skin lamell from the scalp and in other skin infections comprise as the active ingredient a substance of the formula <FORM:0823251/VI/1> where R1 is hydrogen, a hydroxyl group, an alkyl or alkoxy group having 1 to 5 carbon atoms, an aryl or aryloxy group, an aralkyl or aralkyloxy group, an acyl, -O-acyl, or -S-acyl group, a hydrosulphide group or a sulphonyl group or salt thereof: R2 is hydrogen, a hydroxyl group, a halogen atom, a carboxyl or esterified carboxyl group, an alkyl group of 1 to 6 carbon atoms, an acyl or alkyloxy group, a nitro group, an amino group or a sulphonyl group or salt thereof: X is a divalent atom or group. These compounds are in admixture with a suitable carrier which may be liquid or solid, or gel or gel-like. If liquid it may contain perfumes, wetting or dispersing agents, e.g. neutral alkylaryl sulphonate, preservatives, deodorants and solid insoluble carriers. The compositions which may be in the form of solutions, based on water, ethyl alcohol, oleyl alcohol, glycerol, cetyl alcohol, octadecyl alcohol or sorbital; emulsions; hair washing preparations, or powders contain the active ingredient in the range of 1-5% by weight. [For preparation of the active ingredients, see Group IV (b)].