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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-48
filingDate 2004-11-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_adf9f2df097ca66b027452c4ccc10431
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publicationDate 2005-07-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber WO-2005065046-A2
titleOfInvention An efficient industrial process for 3-hydroxy-3-(3’-sulfamyl-4’-chlorophenyl)phtalimidine
abstract The oximination/cyclization of 2-(4-chlorobenzoyl)benzoic acid with hydroxylamine hydrochloride in presence of molar quantities of inorganic base in water or in alcoholic solvents to form 4-(4’-chlorophenyl)-5,6-bent-oxazine-l-one Formula (8) in high yield and purity; reduction of latter with zinc metal and acetic acid to the corresponding phtalimidine of Formula (9); followed by conversion into 2-(3’-chlorosulphonyl-4’-chlorophenyl)phtalimidine Formula (10) by reaction with chlorosulphonic acid and thionyl chloride in the absence of solvent. Amidation of compound of formula (10) was carried out with ammonia gas/solution in non.-aqueous solvent like ketones and polar aprotic solvents like dimethylformamide, to yield compound of formula (11). Oxidation of Formula (11) with hydrogen peroxide in presence of alkali results in high yield of chlorihalidone.
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priorityDate 2004-01-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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