FIELD: organic chemistry, chemical technology. SUBSTANCE: invention relates to methods for preparing 3-cyano-2,4-dihalogen-5-fluorobenzoic acids of the formula (I) wherein X and Y mean independently each of other halogen and that are intermediate compounds used for preparing effective antibacterial substances. Method involves hydrolytic cleavage of 3-cyano-2,4-dihalogen-5-fluorobenzoic acid amide (II)
or 3-cyano-2,4-dihalogen-5-fluorobenzoic acid ester of the formula (III)
wherein X and Y have above indicated values and R means alkyl with 1-4 carbon atoms that can be optionally substituted in the presence of acid and water at temperature 0-220 C. Invention relates also to novel compounds of the formula (Ia)
wherein X and Y mean independently each of other halogen atom; Z means group CN,
or COOR wherein R means alkyl with 1-4 carbon atoms that can be optionally substituted; in the case Z CN X and Y mean nonsimilar residues taken among group consisting of fluorine and chlorine atom, or both residues mean chlorine atom; in the case Z - COOR R doesn't mean methyl and each radical X and Y doesn't mean fluorine atom. These compounds are intermediate substances used for preparing compounds of the formula (I). Methods can be used for preparing compounds of the formula (I) in large-scale industrial production. EFFECT: improved preparing method. 4 cl, 9 dwg, 9 ex
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Authors
Dates
2003-10-27—Published
1998-07-18—Filed