New imino:oxy:phenyl:acetic acid derivatives

    公开(公告)号:DE19622332A1

    公开(公告)日:1997-12-11

    申请号:DE19622332

    申请日:1996-06-04

    Applicant: BASF AG

    Abstract: 2-Iminooxyphenylacetic acid derivatives of formula (I) and their salts are new. R = C(CO2Me)=NOMe, C(CONHMe)=NOMe, C(CONH2)=NOMe, C(CO2Me)=COMe or C(CO2Me)=CHMe; R2 = CN, NO2, halo, 1-4C alkyl, 1-4C haloalkyl or 1-4C alkoxy; m = 0-2; R3 = H, CN, OH, halo, 1-6C alkyl (optionally substituted by halo or 1-6C alkoxy) 1-6C alkoxy, 1-6C haloalkoxy, 1-6C alkylthio, cyclopropyl, 2-6C alkenyl, or aryloxy-1-6C alkyl, benzyl or benzyloxy (all optionally ring-substituted by 1-3 CN, NO2, halo, 1-6C alkyl, 1-6C alkoxy, 1-6C haloalkyl or 1-6C haloalkoxy) or C(Me)=N-Y-Ra; Ra = 1-6C alkyl; Y = O, NH or NRa; R4 = H, CN, -Qp-C(R5)=N-Y'-R6 or -Q-O-N=CR7R8; or alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, heteroaryl, alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, heterocyclyloxy, aryloxy, heteroaryloxy, arylthio or heteroarylthio (all optionally substituted); or CR3R4 = 4-8 membered ring containing C atoms an optionally 1 or 2 of O, S, NH and/or N(1-4C alkyl) (optionally substituted on C by halo, 1-6C alkyl or 1-4C alkoxyimino), provided R3 and R4 are not both bonded to C via hetero atoms; Q = bond, CH2, CH(Me), CH(Et) or 1,1-cyclopropyl; p = 0 or 1; Y' = O, NH or N(1-4C alkyl); R5 = as for R3 or optionally substituted cycloalkoxy, heterocyclyloxy, aryloxy, heteroaryloxy, arylthio or heteroarylthio; R6 = optionally substituted 1-10C alkyl, 3-6C cycloalkyl, 2-10C alkenyl, 2-10C alkynyl, 1-10C alkylcarbonyl, 2-10C alkenylcarbonyl, 2-10C alkynylcarbonyl, 1-10C alkylsulphonyl, aryl, heteroaryl, arylcarbonyl, heteroarylcarbonyl, arylsulphonyl or heteroarylsulphonyl; R7, R8 = Me, Et, Ar or CH2Ar; Ar = phenyl (optionally mono-, di- or trisubstituted by CN, NO2, halo, 1-6C alkyl, 1-6C alkoxy, 1-6C haloalkyl or 1-6C haloalkoxy.

    New imino:oxy-substituted phenyl:acetic acid derivatives

    公开(公告)号:DE19548370A1

    公开(公告)日:1997-07-03

    申请号:DE19548370

    申请日:1995-12-27

    Applicant: BASF AG

    Abstract: 2-(2-(Iminooxy)-phenyl)-2-(methoxyimino, methoxymethylene or ethylidene)-acetic acid amide or methyl ester derivatives of formula (I) and their salts are new. R = (a) -C(=NOMe)-COOMe, (b) -C(=NOMe)-CONHMe, (c) -C(=NOMe)-CONH2, (d) -C(=CHOMe)-COOMe or (e) -C(=CHMe)-COOMe; R = CN, NO2, CF3, halogen, 1-4C alkyl or 1-4C alkoxy; m = 0-2; R = H, OH, cyclopropyl, halogen, 1-4C alkyl, CN, 1-4C alkoxy or 1-4C alkylthio; R = 1-8C alkyl, 2-8C alkenyl, 2-8C alkynyl, 3-8C cycloalkyl, aryl or heteroaryl (all optionally partially or completely halogenated or substituted by 1-3 of CN, NO2, OH, SH, NH2, COOH, CONH2, CSNH2, halogen, alkyl, haloalkyl, alkylsulphonyl, alkylsulphoxyl, 3-6C cycloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, alkylthio, mono- or dialkylamino, mono- or dialkylaminocarbonyl, mono- or dialkylaminothiocarbonyl, alkenyl, alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, heteroaryl and heteroaryloxy); or R -Y-N=C(R )-; R = (i) H; (ii) 1-10C alkyl, 3-6C cycloalkyl, 2-10C alkenyl, 3-10C alkynyl, (1-10C) alkylcarbonyl, (2-10C) alkenylcarbonyl, (3-10C) alkynylcarbonyl or (1-10C) alkylsulphonyl (all optionally partially or completely halogenated or substituted by 1-3 of CN, NO2, OH, SH, NH2, COOH, CONH2, CSNH2, halogen, alkyl, haloalkyl, alkylsulphonyl, alkylsulphoxyl, 3-6C cycloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, alkylthio, mono- or dialkylamino, mono- or dialkylaminocarbonyl, mono- or dialkylaminothiocarbonyl, alkenyl, alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, heteroaryl, heteroaryloxy and heteroarylthio (where aromatic or heteroaromatic moieties are themselves optionally partially or completely halogenated or substituted by 1-3 of CN, NO2, OH, SH, NH2, COOH, CONH2, CSNH2, halogen, alkyl, haloalkyl, alkylsulphonyl, alkylsulphoxyl, 3-6C cycloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, alkylthio, mono- or dialkylamino, mono- or dialkylaminocarbonyl, mono- or dialkylaminothiocarbonyl, alkenyl, alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, heteroaryl, heteroaryloxy, heteroarylthio and -C(=NOR )-An-R )); or (iii) aryl, heteroaryl, arylcarbonyl, heteroarylcarbonyl, arylsulphonyl or heteroarylsulphonyl (all optionally partially or completely halogenated or substituted by 1-3 of CN, NO2, OH, SH, NH2, COOH, CONH2, CSNH2, halogen, alkyl, haloalkyl, alkylcarbonyl, alkylsulphonyl, alkylsulphoxyl, 3-6C cycloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, alkylthio, mono- or dialkylamino, mono- or dialkylaminocarbonyl, mono- or dialkylaminothiocarbonyl, alkenyl, alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, heteroaryl, heteroaryloxy and -C(=NOR )-An-R ); A = O, S, NH or N(alkyl); n = 0 or 1; R ,R = H or alkyl; R = H, OH, halogen or as R ; Y = O or NR ; R = H or alkyl; unless specified otherwise alkyl moieties have 1-6C and alkenyl moieties 2-6C. Intermediates of formulae (IV) and (IIA) are also new. R = 1-8C alkyl; X = F or other nucleofugeous leaving group.

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