PROCESS FOR PREPARING SUBST.6-ARYL-4H-S-TRIAZOLO-(3,4-C)THIENO-(2,3-E)-1,4-DIAZEPINES
Procedure for the preparation of substituted 6-aryl-4H-s-triazolo- [3,4-o] -thiene- [2,3-e] -1,4-diazepines of the general formula **(See formula)** wherein r1 and r2, which may be the same or different, signify hydrogen or halogen atoms, lower alcohol groups with 1-2 carbon atoms or together, linke...
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Zusammenfassung: | Procedure for the preparation of substituted 6-aryl-4H-s-triazolo- [3,4-o] -thiene- [2,3-e] -1,4-diazepines of the general formula **(See formula)** wherein r1 and r2, which may be the same or different, signify hydrogen or halogen atoms, lower alcohol groups with 1-2 carbon atoms or together, linked through an alcohol chain, a 5- or 6-membered ring; R3 means a hydrogen, chlorine or bromine atom, a straight chain or branched alcohol group with 1-3 carbon atoms, a w-hydroxyalkoyl group with 1-3 carbon atoms, a cycloalcohyl group with 3-6 carbon atoms or a 5- or 6-membered saturated ring, containing an oxygen, sulfur or nitrogen atom, the nitrogen-containing ring possibly being substituted next to the nitrogen atom with a lower alcohol group; and r4 and r5, which may be the same or different, signify a hydrogen, fluorine, chlorine or bromine atom, and its acid addition salts, characterized in that a compound of the general formula is reduced: **(See formula)** where the radicals up to R5 have the meanings indicated above and X means a halogen atom, an amino group or an acyloxy group, by means of sodium borohydride in dimethylformamide or dimethylacetamide at temperatures between 0 and + 10ºc to form the corresponding carbinol of the formula **(See formula)** Where the radicals R1 to R5 and X have the meanings indicated above, carbinol is treated with appropriate ring-closing agents, optionally after having transformed the amino group into a halogen atom or optionally after having separated the acyl group, it is transformed the carbonyl function of a compound thus obtained of the general formula **(See formula)** wherein the radicals up to R1 to r5 have the meanings indicated above, usually in an SH group, an alloxy or lower alcoholic group or in a halogen atom, and one of the compounds of the formula is reacted **(See formula)** wherein R1, R2, R4 and R5 have the indicated meanings and X means an SH group, an alkoxy or lower alcohol mercapto group or a halogen atom, with a compound of the formula R3 - CO - NH -NH2 (IV) wherein R3 signifies a hydrogen atom, a branched or straight-chain alcohol group with 1 to 3 carbon atoms or a co-hydroxyalkyl group with 1-3 carbon atoms, a cycloalkyl group with 3-6 carbon atoms or a saturated 5- or 6-membered ring containing an oxygen, sulfur or nitrogen atom, the nitrogen-containing ring possibly being substituted next to the nitrogen atom with a lower alcoholic group, or because possibly for the preparation of the compoun |
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