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filingDate 1999-03-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 2001-05-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-015745-A1
titleOfInvention METHOD FOR PRODUCING AN ISOXAZOLIDINDIONA COMPOUND
abstract A method for producing an isoxazolidinedione compound having the formula (II) wherein R is an optionally substituted aromatic hydrocarbon group, an optionally substituted alicyclic hydrocarbon group, an optionally substituted heterocyclic group or an optionally substituted condensed heterocyclic group or a salt thereof, said method It comprises the steps of: (a) reacting the compound (I) or a salt thereof with a compound of the formula (2) wherein R is equal to that defined above, in the presence of an inorganic base in an aqueous solvent for produce a aspartate derivative of the formulation (3) wherein R is equal to the one defined above, (b) reacting this compound with acetic anhydride using dimethylaminopyridine as a catalyst in the presence of a base, followed by heating to decarboxylate to produce a compound of the formula (4) where R is equal to the one defined above, (c) add p-toluensulf acid only to synthesize this compound to produce an oxazoylacetate derivative of the formula (5) wherein Res equal to that defined above, (d) reducing this compound in tetrahydrofuran in the presence of NaBH4 as a reducing agent and methanol as activating agent to produce oxazolyletanol derivative of formula (6) wherein R is equal to the one defined above, (e) reacting this compound of mesyl chloride in toluene in the presence of triethylamine as a base catalyst to produce methanesulfonate derivative of the formula (7) where R is equal to the one defined above , (f) reacting this compound with a compound of the formula (8) wherein R 1 is lower alkyl, in the presence of potassium carbonate and a quaternary ammonium salt or tris (2- (2-methoxyethoxy) ethyl) amine as a catalyst to produce a dencilidene derivative of the formula (9) where R and R1 are equal to those defined above, (g) reduce this compound under hydrogen atmosphere p To produce a malonic acid derivative of the formula (10) where R and R1 are equal to those defined above, (h) reacting this compound with hydroxylamine in the presence of a base.
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