ES315891A1 - A procedure for the preparation of bencenosulfonil-ureas. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

A process for the preparation of benzenesulfonylureas of the formula ** (See formula) ** where R means hydrogen, lower alkyl or lower phenylalkyl Z, Z 'signify hydrogen, halogen, lower alkyl or lower alkoxy, Z and Z' being able to be the same or different, Y means a straight or branched chain hydrocarbon radical having 1 to 4 carbon atoms and R1 means a) alkyl, alkenyl or mercaptoalkyl with 2 to 8 carbon atoms b) alkoxyalkyl, alkyl mercaptoalkyl or alkylsulfinyl alcohol with 4 to 8 carbon atoms, at least two of which belong to the alkoxy portion of alkoxyalkyl, alkyl mercaptoalkyl or alkylsulfinyl alcohol, c) phenylalcohol inferior, phenylcyclopropyl d) lower cyclohexylalkoxy, cycloheptylmethyl, cycloheptylethyl or cyclooctylmethyl, e) endoalkohylenecyclohexyl, endoalkohylenecyclohexenyl, endoalkohylenecyclohexylmethyl or endoalkohylenecyclohexenylmethyl with 1 to 2 carbon atoms of endoalkylene, f) lower alkylcyclohexyl, lower alkoxycyclohexyl, g) cycloalkyl with 5 to 8 carbon atoms h) cyclohexenylmethyl, cyclohexenyl, i) a heterocyclic ring with 4 to 5 carbon atoms and an oxygen or sulfur atom as well as up to two ethylenic double bonds or k) a heterocyclic ring with 4 to 5 carbon atoms and an oxygen or sulfur atom as well as with up to two ethylenic double bonds, ring attached through a methylene moiety to the nitrogen atom, and its salts, characterized by a) benzenesulfonyl isocyanates, -carbamates, -thiocarbamates, benzenesulfonylcarbamic acid halides or benzenesulfonyl-ureas substituted with the group ** (See formula) ** they are reacted with amines substituted with R 1 or, optionally, with their salts. b) benzenesulfonamides of the formula ** (See formula) ** or, optionally, their salts, are reacted with isocyanates, carbamates, thiocarbamates, carbamic acid halides or ureas, substituted with R 1, c) correspondingly substituted benzenesulfonyl halides are reacted with ureas, isoureas ethers, ethers of isothioureas or parabensic acids substituted with R1 and the benzenesulfonyl isurene ethers, benzenesulfonyl isothiourea ethers or benzenesulfonylparaban acids obtained from this or otherwise, are hydrolyzed, d) in correspondingly substituted benzenesulfonyl thioureas, the sulfur atom is exchanged for an oxygen atom, e) corresponding benzenesulfonyl- or benzenesulfenyl-ureas are oxidized, f) in benzenesulfonyl-ureas of the formula ** (See formula) ** or the formula ** (See formula) ** the phthalimidino ring is closed, this process can also be carried out in several steps, and the products of the process are optionally treated with alkaline agents for the formation of salts. (Machine-translation by Google Translate, not legally binding)