Patent ID: 6916839

Claim:
Process for preparing compounds of the formula (I): in which R 1 is hydrogen, C 1 -C 12 -alkyl, C 5 -C 14 -aryl, C 6 -C 15 -arylalkyl, C 1 -C 12 -fluoroalkyl or radicals of the formula (II): (C 1 -C 8 -alkylene)-B—D—E (II) and R 2 and R 3 are each independently hydrogen, C 1 -C 12 -alkyl, C 1 -C 12 -alkoxy, C 5 -C 14 -aryl C 5 -C 14 -aryloxy, C 6 -C 15 -arylalkyl, C 6 -C 15 -arylalkoxy, chlorine, fluorine, cyano, free or protected formyl, C 1 -C 12 -fluoroalkyl, C 1 -C 12 -fluoroalkylthio, C 1 -C 12 -fluoroalkoxy or radicals of the formulae (IIIa) to (IIIf): A—B—D—E (IIIa) A—E (IIIb) A—SO 2 —E (IIIc) A—B—SO 2 R 5 (IIId) A—SO 3 W (IIIe) A—COW (IIIf) where, in the formulae (II) and (IIIa) to (IIIf), A is absent or is a C 1 -C 8 -alkylene, C 1 -C 8 -alkenylene or C 1 -C 8 -fluoroalkylene radical and B is absent or is oxygen, sulphur or NR 4 where R 4 is hydrogen, C 1 -C 8 -alkyl, C 6 -C 15 -arylalkyl or C 5 -C 14 -aryl and D is a carbonyl group and E is R 5 , OR 5 , NHR 6 or N(R 6 ) 2 , where R 5 is C 1 -C 8 -alkyl, C 6 -C 15 -arylalkyl or C 5 -C 14 -aryl and R 6 is in each case independently C 1 -C 8 -alkyl, C 6 -C 15 -arylalkyl or C 6 -C 14 -aryl, or N(R 6 ) 2 together is a cyclic amino radical having 4 to 12 carbon atoms and W is OH, NH 2 or OM where M is an alkali metal ion, half an equivalent of an alkaline earth metal ion, an ammonium ion or an organic ammonium ion and Ar is a mono-, bi- or tricyclic aromatic radical having a total of 5 to 18 ring atoms, and in which at most one ring atom per cycle is selected from the group of oxygen, sulphur and nitrogen, and the mono-, bi- or tricyclic aromatic radical is optionally mono- or polysubstituted, comprising: in step a), reacting the compounds of the formula (IV): in which R 1 , R 2 and R 3 are each independently as defined above and Hal is chlorine, bromine or iodine with compounds of the formula (V): in which R 7 is hydrogen, halogen, Ar or COOR 8 where R 8 is C 1 -C 8 -alkyl, C 5 -C 14 -aryl or C 6 -C 15 -arylalkyl, in the presence of a catalyst, to convert them to compounds of the formula (VI): in which R 1 , R 2 , R 3 and R 7 are each independently as defined above and in step b), I) in the case that R 7 is hydrogen, halogen or COOR 8 , i) converting the compounds of the formula (VI), optionally after halogenation, by elimination to compounds of the formula (VII): in which R 1 , R 2 and R 3 are each independently as defined above and ii) reacting the compounds of the formula (VII) with compounds of the formula (VII): Hal-Ar (VIII) in which Ar is as defined above and Hal is chlorine, bromine or iodine, in the presence of a catalyst to produce the compounds of formula (I), II) and in the case that R 7 is Ar, the compounds of the formula (VI) are converted to compounds of the formula (I) by halogenating and eliminating.