GB909661A - Substituted benzene-m-disulphonamides and process of preparing them - Google Patents

Abstract

The invention comprises compounds of the formula <FORM:0909661/IV (b)/1> in which R represents a chlorine or bromine atom or a methyl group, R1 represents a hydrogen, chlorine or bromine atom or a methyl group, R2 represents hydrogen or an alkyl radical containing up to 4 carbon atoms and R3 represents an alkyl radical containing 2-3 carbon atoms that may be substituted by a chlorine or bromine atom or a hydroxy group, an allyl radical, an alkyl radical containing 1-8 carbon atoms that may be interrupted by oxygen or sulphur, a cycloalkyl radical containing 4-8 carbon atoms, a phenyl radical or a phenylalkyl radical, the alkylene group of which contains up to 4 carbon atoms and may be interrupted by oxygen, or where R2 and R3 together with the nitrogen atom are members of a saturated ring that may be further interrupted by a further hetero atom. The compounds may be prepared by reacting a sulphohalide of the formula <FORM:0909661/IV (b)/2> where X represents a halogen atom, with ammonia, ammonium bicarbonate or ammonium carbamate within the range 0-120 DEG C., or by reacting a sulphohalide of the formula <FORM:0909661/IV (b)/3> where X represents a halogen atom, with an amine of the formula R2R3NH in an organic solvent. Examples are given. Alkali metal salts of the sulphonamides are mentioned. The sulphonyl halide starting materials may be prepared from the corresponding sulphonamidoaniline by the Meerwein diazo reaction or, in the case of the second mentioned reactant, by reacting the di-sulphonyl halide with ammonia. The substituted benzene-m-disulphonamides described above may be made up into preparations suitable for oral or parenteral administration having diuretic and saluretic properties. They may be mixed with solid or liquid carriers and may be used in the form of tablets, dragees, capsules, solutions, suspensions or emulsions.