ES385518A1 - Spiro(cyclohexane-1,9-thioxanthenes) - Google Patents

Abstract

Process for obtaining 4-amino-spiro [cyclohexane-1,9'-thioxanthene] compounds of general formula I **(See formula)** wherein R1 represents hydrogen or alkyl with up to 6 carbon atoms, R2 means hydrogen or alkyl with up to with the nitrogen atom that also connects them a morpholino ring, or a pyrrolidino, piperidino or piperazine ring, optionally substituted by a methyl or ethyl group, and R3 and R4 signify hydrogen or chlorine, as well as the physiologically compatible acid addition salts and quaternary ammonium salts of these compounds, characterized in that a compound of general formula I. **(See formula)** where the dotted line at position 2,3- of the cyclohexane ring means that a double bond may also be present here and where X means = NOH, NR1, (H, HR2 Ac1) or (H, NR1 Ac2) or any other moiety transformable by reduction in the NR1R2 group, Ac1 means an acyl residue with up to 6 carbon atoms and Ac2 means an acyl residue with up to 3 carbon atoms, or an enamine of general formula III **(See formula)** is treated with reducing agents, or if a compound of general formula IV **(See formula)** wherein Y means chlorine, bromine or iodine or an OH, optionally esterified, capable of reaction, is treated with a base of general formula V R1R2NH V or with a base-giving agent thereof, or if in a compound with the basic scaffold of general formula I, the amino group of which is nevertheless present in functionally modified form, the amino group is released hydrogenolytically, hydrolytically, alcoholitically or aminolytically, or if a metal-organic compound of general formula VI **(See formula)** where M stands for Li or MgHal and Hal stands for chlorine, bromine or iodine, it is treated with a hydroxylamine derivative of general formula VII R1R2NA VII wherein A means a lower alkoxy or Hal, or if a compound of general formula VIII **(See formula)** it is reacted with a thioether bridge-forming agent under intramolecular ring closure, and if appropriate, a primary or secondary amine obtained of general formula I (R2 = H) is treated with an alkylating agent, as well as, if appropriate, the compounds obtained of general formula I are transformed by treatment with an acid, or with a quaternizing agent, into their physiologically compatible acid addition salts, or quaternary ammonium salts, or the compounds of general formula I are liberated of its salts. (Machine-translation by Google Translate, not legally binding)