Process for producing aromatic halogen compound utilizing electrolysis

Abstract

In an electrolytic bath partitioned with an anion exchange membrane, water is supplied to the cathode chamber and an aromatic compound and a polar organic solvent, and depending on the case also a transition metal catalyst, are supplied to the anode chamber, and then electrolysis is carried out in the presence of a halogenating agent, to introduce a halogen onto the aromatic ring of the aromatic compound.

1 - 10 . (canceled) 
     
     
         11 . A process for producing an aromatic halogenated compound, wherein, in an electrolytic bath partitioned with an anion exchange membrane, water is supplied to the cathode chamber and an aromatic compound, a polar organic solvent and a transition metal catalyst are supplied to the anode chamber, and then electrolysis is carried out in the presence of a halogenating agent, to introduce a halogen onto the aromatic ring of the aromatic compound. 
     
     
         12 . The process according to  claim 11 , wherein the halogenating agent is a hydrogen halide, and it is supplied to the cathode chamber. 
     
     
         13 . The process according to  claim 12 , wherein the halogenating agent is hydrogen chloride or hydrogen bromide. 
     
     
         14 . The process according to  claim 11 , wherein the halogenating agent is a combination of a halogenated alkali metal salt with a strong acid selected from the group consisting of sulfuric acid and nitric acid, and the halogenated alkali metal salt is supplied to the anode chamber while the strong acid is supplied to the cathode chamber. 
     
     
         15 . The process according to  claim 14 , wherein the halogenating agent is a combination of potassium iodide and sulfuric acid. 
     
     
         16 . The process according to  claim 11 , wherein the transition metal catalyst is a palladium catalyst. 
     
     
         17 . The process according to  claim 11 , wherein the aromatic compound is an aromatic hydrocarbon compound selected from the group consisting of benzene, biphenyl, naphthalene, biphenylene and phenanthrene, or an aromatic heterocyclic compound selected from the group consisting of benzoquinoline and phenanthridine. 
     
     
         18 . The process according to  claim 11 , wherein the aromatic compound is a compound comprising an aromatic hydrocarbon compound and an aromatic heterocyclic compound which are bonded by a single bond. 
     
     
         19 . The process according to  claim 18 , wherein the aromatic compound is selected from the group consisting of 2-phenylpyridines, 2-(1-naphthyl)pyridines, 2-phenylpyrimidines, 2-(1-naphthyl)pyrimidines, 1-phenylisoquinolines and 2-phenylquinolines.