abstract |
The invention provides new pyrogallol derivatives of the general formula (I) <IMAGE> in which R1 and R2 can be the same or different and hydrogen or lower. Are alkyl, and R (i) is hydrogen or <IMAGE> (i) if R is hydrogen, X, Y and Z are hydrogen, halogen or nitro, with the proviso that not all three represent hydrogen at the same time and with the further proviso that when R1, R2, X and Z are hydrogen, Y cannot be a NO2 group; and <IMAGE> means R3 and R4 are the same or different and are hydrogen or lower. Are alkyl, X, Y and Z are also the same or different and are hydrogen, halogen or nitro, n is zero, 1 or 2, R5 is hydrogen, oxiranyl, mono- or dihydroxyalkyl, N- (dihydroxyalkyl) amino-hydroxyalkyl, carboxy Represents carbalkoxy, carbamyl, N-alkylcarbamyl, N, N-dialkylcarbamyl, cyano, Δ²-imidazolin-2-yl, amidoxime, oxime ester or dialkyl acetal, where the amine radical of the carbamyl group can also be a saturated hetero ring with a total of two heteroatomans; or b) X is hydrogen or allyl, Y, Z, R3 and R4 are hydrogen and n is zero, R5 denotes the group <IMAGE>, in which R6 is hydrogen or lower. Can be alkyl or together with R7 forms a five- or six-membered saturated heterocyclic ring which contains at most two heteroatoms, R7 alkyl, alkenyl, alkynyl, alkoxyalkyl, cycloalkyl, dialkylaminoalkyl, aryl, aralkyl, heteroalkyl, carbamoylalkyl or a five- or six- membered and optionally condensed heterocyclic radical having at most three heteroatoms, and their salts with inorganic or organic acids or bases and processes for their preparation. These compounds can be used as agrochemicals or as a raw material for their production on the one hand and as raw materials for the production of pharmaceuticals, X-ray contrast media or photosensitizers on the other hand. In particular, some of the compounds of formula (I) are valuable in the form of salts with ion exchangers as β-blockers and analgesics. |