Verfahren zur Herstellung von Benzodiazepin-Derivaten

摘要

1,144,516. Oximes and conversion to benzodiazepine derivatives. F. HOFFMANN LA ROCHE & CO. A.G. 11 Jan., 1967 [19 Jan., 1966], No. 1581/67. Heading C2C. Compounds of the general formula (wherein R1 and R2 each represent a C 1-7 alkyl group or together represent a lower alkylene, aza(lower alkylene), N-(C 1-7 alkyl)aza(lower alkylene), oxa(lower alkylene) or thia(lower alkylene) group, R3, R4 and R5 each represent a halogen atom or a CF 3 , NO 2 , CN, C 1-7 alkyl or C 1-7 alkoxy group, R6 and R7 each represent a hydrogen atom or a C 1-7 alkyl group, R10 represents a C 1-7 alkyl group or an aralkyl group, Y(n-) represents the anion of an acid having n displaceable hydrogen atoms or, where n is 1, a hydroxide ion, and the broken lines denote optional substituents) are prepared by either treating a quinazoline derivative of the formula (wherein X(n-) represents the anion of an acid having n displaceable hydrogen atoms) with an inorganic base or reacting a halide of the formula (wherein Hal represents a halogen atom) with NR1R2R10, or exhaustively alkylating an amine of the formula (wherein R11 and R12 each represent a hydrogen atom or a C 1-7 alkyl group or together represent a lower alkylene, aza(lower alkylene), N-(C 1-7 alkyl)aza(lower alkylene), oxa(lower alkylene) or thia(lower alkylene) group) with an alkylating or quaternizing agent and, in any case where required, converting any base obtained into a salt or any salt obtained into the base or a different salt. Oximes in which Y(n-) represents a hydroxide ion may be converted into benzdiaz[1,4]epinone-(2) 4-oxides of the general formula by heating. The lower alkylene groups have the general formula (wherein a and b each represent a hydrogen atom or a C 1-7 alkyl group and may be the same or different, and p is 2-6) and the aza(lower alkylene), N-(C 1-7 alkyl)aza(lower alkylene), oxa(lower alkylene) and thia(lower alkylene) groups have the general formula (wherein a, b, c and d each represent a hydrogen atom or a C 1-7 alkyl group and may be the same or different, Z represents an oxygen or sulphur atom or an NH or N-(C 1-7 alkyl) group and m and q are each 1-4, provided that the sum of m and q is not greater than 5). Compounds (I) possess cardioactive or antibacterial properties and may be administered in the form of pharmaceutical preparations containing them, with or without other (unspecified) active ingredients, together with a carrier.