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US 5,672,708 AGranted
Process for the preparation of N-arylaminoacrylic acid derivatives and the use of N-arylaminoacrylic acid derivatives thus prepared for the preparation of 4-quinolone-3-carboxylic acid derivatives
AssigneeBayer Aktiengesellschaft
InventorsGunter Rauchschwalbe, Bernhard Beitzke, Wolfgang Eymann, Helmut Fiege
Life of this patent
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Abstract
N-arylaminoacrylic acid derivatives are obtained in good yields and in high purities when benzoylacetic acid derivatives are reacted with N-arylimino ethers. The products thus prepared are used, in particular, for the preparation of 4-quinolone-3-carboxylic acid derivatives, which have an outstanding bactericidal action.
Claims5
A process for the preparation of a N-arylaminoacrylic acid derivative of the formula (I) ##STR5## in which R.sup.1 denotes hydrogen or C.sub.1 -C.sub.6 -alkyl,
- R.sup.2 and R.sup.3 independently of one another each denote fluorine, chlorine, bromine, trifluoromethyl, cyano, nitro, C.sub.1 -C.sub.6 -alkoxy, hydroxyl, imidazolyl, triazolyl or C.sub.7 -C.sub.10 -aralkoxy or
- R.sup.2 and R.sup.3 together denote an --O--, --CH.sub.2 --, --CH.sub.2 O--, --O--CH--O-- or --O--CH.sub.2 --CH.sub.2 --O-- radical,
- X.sup.1 and X.sup.2 independently of one another each denote fluorine, chlorine or bromine,
- A denotes CH, N or CR.sup.3, where R.sup.3 =fluorine, chlorine, bromine, trifluoromethyl, cyano, nitro, C.sub.1 -C.sub.6 -alkoxy, hydroxyl, imidazolyl, triazolyl or C.sub.7 -C.sub.10 -aralkoxy,
- B denotes CH, N or CR.sup.2, where R.sup.2 =fluorine, chlorine, bromine, trifluoromethyl, cyano, nitro, C.sub.1 -C.sub.6 -alkoxy, hydroxyl, imidazolyl, triazolyl or C.sub.7 -C.sub.10 -aralkoxy,
- m denotes zero, 1, 2 or 3 and
- n denotes zero, 1 or 2,
- in which a benzoylacetic acid derivative of the formula ##STR6## in which R.sup.1, R.sup.3, X.sup.1, X.sup.2, A and n have the meaning given for formula (I),
- is reacted with an N-arylimino ether of the formula ##STR7## in which R.sup.2, B and m have the meaning given for formula (I) and
- R.sup.4 represents C.sub.1 -C.sub.6 -alkyl.
7 more elements
Dependencies are inferred from the claim text.