Aryl:oxy- and aryl:thio-substd. aniline derivs. prodn. - by reaction of amino-phenol and -thiophenol metal salts with aryl, halides

    公开(公告)号:DE3033836A1

    公开(公告)日:1982-04-29

    申请号:DE3033836

    申请日:1980-09-09

    Applicant: BASF AG

    Abstract: In a new process for the prodn. of aryloxy- or arylthio-substd. aniline derivs. (I), an amino-phenol or amino-thiophenol metal salt (II) is reacted with an aryl halide (III) in the presence of a catalyst and polar aprotic solvents at 80-280 deg.C: One or two CH groups in ring A may be replaced by N-atoms, R1,R2 and R3 are H, halogen, NO2, CN, trihalomethyl, 1-4C alkoxy, 1-4C alkylthio, 1-4C aliphatic, aliphatic sulphonyl or aliphatic sulphoxide residues, or 2-5C carbalkoxy, Q is O or S, X is halogen, and Z is a metal cation. Of the prods. 2'-chloro-4'-trifluoromethyl-3-amino-diphenyl ether, 3'-chloro-4'-trifluoromethyl-3-aminodiphenyl ether, 2'-nitro-4'-trifluoromethyl-3-amino-diphenyl ether, 3,2'-bromo-5'-pyridinoxy-aniline and 2'-chloro-4'-trifluoromethyl- 3-amino-diphenyl thioether are new and claimed. (I) are useful as intermediates for dyes, pharmaceuticals and plant protection agents. Thus, they may be reacted with alkyl isocyanates or alkylcarbamoyl chlorides to give herbicidal urea derivs. or with benzoyl isocyanates to give insecticidal benzoyl-ureas.(I) are also useful as intermediates for pyridazone derivs. with plant growth regulant properties. Simple and economical process gives good yields of highly pure prods. with short reaction times.

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