Isoindoline compounds and the manufacture and use thereof

C - Chemistry – Metallurgy – 09 – B

Patent

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C09B 57/04 (2006.01) C07D 209/44 (2006.01) C09B 26/02 (2006.01) D06P 1/00 (2006.01)

Patent

CA 1184179

Abstract of the Disclosure The invention relates to a process for the manufacture of 1:1 metal complexes of isoindoline azines of the formula Image (1) wherein the ring A is unsubstituted or is substituted by two to four halogen atoms, by one or two alkyl or alkoxy groups of 1 to 4 carbon atoms, by a phenyl, phenoxy, nitro or benzoylamino group, or by an alkanoylamino group of 2 to 6 carbon atoms, R is a hydrogen atom, an alkyl or aryl group, and Q is a group of the formula (2) Image wherein B is an isocyclic or heterocyclic radical from the group consisting of phenylene, naphthylene, a 5- or 6-membered heterocyclic ring which may be fused with a benzene nuclei and which contains a nitrogen, oxygen or sulfur atom .beta.-oriented to the C* atom and which may contain a further nitrogen atom in the ring and a fused benzene ring or a further heterocyclic ring, and R1 is hydroxyl or mercapto group, or Q is a radical of the formula Image (3) or -NH-T (4) wherein E is a 5- or 6-membered heterocyclic ring which may be fused with benzene nuclei and which contains a nitrogen atom .beta.-oriented to the C* atom, an acyl group, an unsubstituted or substituted alkyl- carbamoyl or alkylthiocarbamoyl group containing 2 to 6 carbon atoms, a benzylcarbamoyl group or a group of the formula Image (9), wherein Z1 is an oxygen or a sulfur atom, X1 is a hydrogen,chlorine or bromine atom, a nitro, trifluoromethyl, carbamoyl or sulfamoyl group, an alkyl, alkoxy or alkylsulfamoyl group of 1 to 4 carbon atoms,an alkanoylamino, alkylcarbamoyl or alkylcarbamoyl group of 2 to 6 carbon atoms, a phenoxy, benzoylamino, phenylcarbamoyl or phenylsulfamoyl or phenylazo group which is unsubstituted or substituted by chlorine or bromine atoms or methyl groups, and X2 is a hydrogen, chlorine or bromine atom, an alkyl or alkoxy group of 1 to 4 carbon atoms, V is an acyl, cyano or nitro group or an unsubstituted or substituted alkylcarbamoyl or alkylthiocarbamoyl group containing 2 to 6 carbon atoms, a benzylcarbamoyl group or a group of the formula (9) as defined above,

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