5,5-DIALKOXY-2-OXAZOLIDINONE COMPOUNDS AND THEIR PRODUCTION

    公开(公告)号:JP2000007666A

    公开(公告)日:2000-01-11

    申请号:JP5995399

    申请日:1999-03-08

    Applicant: UBE INDUSTRIES

    Abstract: PROBLEM TO BE SOLVED: To obtain a new 5,5-dialkoxy-2-oxazolidinone compound useful as an intermediate for producing α-amino acid esters which are the technical products or intermediates of medicines.agrochemicals and easily giving the α-amino acid esters in high yields. SOLUTION: A compound of formula I [R1 is H, a 1-10C alkyl or the like; R2 is H, phenyl or the like; R3 is a 1-10C alkyl, a 3-10C cycloalkyl or the like; R4 is H or a group of formula II (R6 is H, a 2-10C alkenyl or the like; R7 is a 1-10C alkyl, phenyl or the like); R5 is phenyl, a 2-10C alkenyl or the like], for example, 3-diphenylmethyl-4-(1-methoxy-1-phenylmethyl)-5,5-dimethoxy-2- oxazolidinone. The compound of formula I is obtained by reacting a 5-alkoxy-2(3 H)-oxazolone compound of formula III with an oxygen-containing organic compound of the formula: R4-OR5 (preferably benzaldehyde dimethylacetal, etc.), in the presence of a catalyst (preferably trifluoromethane sulfonic acid, etc.).

    2,3,4-TRIFLUORO-5-TRIFLUOROMETHYLBENZOIC ACID, ITS ESTERS AND THEIR PRODUCTION

    公开(公告)号:JPH1180075A

    公开(公告)日:1999-03-23

    申请号:JP33849197

    申请日:1997-12-09

    Applicant: UBE INDUSTRIES

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject new compound useful as a starting substance on the syntheses of quinolone carboxylic acid compounds useful as medicines, especially antibacterial agents and antiviral agents. SOLUTION: A compound of formula I (R is H, a 1-10C alkyl, a 3-10C cycloalkyl or the like), e.g. 2,3,4-trifluoro-5-trifluoromethylbenzoic acid ethyl ester. The compound of formula I is obtained by reacting a 2, 3, 4-trifluoro-5- iodobenzoic acid ester of formula II (R is a 1-10C alkyl, a 3-10C cycloalkyl or the like) (preferably 2,3,4-trifluoro-5-iodobenzoic acid 1-4C alkyl ester) with a fluorosulfonyldifluoroacetic ester of formula III (preferably a fluorosulfonyldifluoroacetic acid 1-4C alkyl ester) in the presence of a copper catalyst (preferably cuprous iodide) in an organic solvent (preferably dimethylformamide, dimethylacetamide).

    PRODUCTION OF 2,4,5-TRIFLUORO-3-TRIFLUOROMETHYLBENZOATE

    公开(公告)号:JPH10114711A

    公开(公告)日:1998-05-06

    申请号:JP22264397

    申请日:1997-08-19

    Applicant: UBE INDUSTRIES

    Abstract: PROBLEM TO BE SOLVED: To provide a method for producing the subject compound useful as a starting material for antibacterial and antiviral medicines by reacting a specific ester with a 2,4,5-trifluoro-3-iodobenzoate. SOLUTION: This method reacts a 2,4,5-trifluoro-3-iodobenzoate shown by formula I (R is an alkyl, cycloalkyl or the like) with a 2,2-difluoro(fluorosulfonyl) acetate shown by formula II in the presence of a copper catalyst, such as cuprous iodide, in an organic solvent, such as dimethylformamide, to produce a 2,4,5-trifluoro-3-trifluoromethylbenzoate shown by formula III as the objective compound. It can be produced at 0 to 200 deg.C and in a high yield without risk of explosion.

    PRODUCTION OF ARYL CYCLOPROPYL KETONE COMPOUND

    公开(公告)号:JPH0931010A

    公开(公告)日:1997-02-04

    申请号:JP18416895

    申请日:1995-07-20

    Applicant: UBE INDUSTRIES

    Abstract: PROBLEM TO BE SOLVED: To industrially obtain in high yield the subject compound important as a raw material for producing medicines and agrochemicals (esp. medicines). SOLUTION: An arylacetic acid of the formula R CH2 COOH (I) [R is (alkyl- or halogen-substituted) phenyl or 2-thienyl] is reacted with a haloalkylmagnesium of the formula R MgX (II) (R is an alkyl; X is a halogen atom) in an organic solvent followed by reaction with a cyclopropanecarboxylic ester of the formula R COOR (III) [R is a (alkyl- or fluorine-substituted) cyclopropyl group; R is an alkyl] to obtain the objective aryl cyclopropyl ketone of the formula R CH2 COR (IV). In this case, 2.5-5mol equivalent of the Grignard reagent (II) based on the arylacetic acid (I) is used.

    PRODUCTION OF ALPHA-AMINOKETONES
    55.
    发明专利

    公开(公告)号:JPH08291117A

    公开(公告)日:1996-11-05

    申请号:JP9666295

    申请日:1995-04-21

    Applicant: UBE INDUSTRIES

    Abstract: PURPOSE: To obtain α-aminoketone under mild condition in high yield and selectivity by an aminolysis reaction using an α,β-epoxysulfone and a secondary amine. CONSTITUTION: The objective α-aminoketone of formula III is produced by reacting (A) an α,β-epoxysulfone of formula I (R and R are each H or a hydrocarbon group such as a 1-10C alkyl, a 3-10C cycloalkyl, a 2-10C alkenyl or a 7-12C aralkyl; R is a hydrocarbon group same as R and R except for H; R is a hydrocarbon group such as a 1-10C alkyl or a 7-12C aralkyl) with (B) a secondary amine of formula II (R and R are each a hydrocarbon group selected from a 1-10C alkyl, a 2-10C alkenyl and a 7-12C aralkyl or R and R together form a heterocyclic group which may have substituent) or its salt in the presence of a base in an organic solvent. The α-aminoketone is useful as a synthetic intermediate for an antithrombotic agent having blood platelet coagulation inhibiting action.

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