Preparation of O-iminooxymethylbenzoic acid

    公开(公告)号:AU658280B2

    公开(公告)日:1995-04-06

    申请号:AU3564993

    申请日:1993-04-02

    Applicant: BASF AG

    Abstract: Process for the preparation of an o-iminooxymethylbenzoic acid of the general formula I in which m denotes an integer from 0 to 3, X denotes alkyl, alkoxy, nitro, cyano, or halogen, R1 and R2 denote hydrogen, cyano, hydroxyl, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, alkoxy, alkylthio, benzylthio, benzylamino, alkylcarbonyl, optionally substituted phenylcarbonyl, optionally substituted benzylcarbonyl, alkoxycarbonyl, optionally substituted phenoxycarbonyl, optionally substituted benzyloxycarbonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted arylthio, optionally substituted arylalkyl, optionally substituted arylalkenyl, optionally substituted aryloxyalkyl, optionally substituted arylthioalkyl, optionally substituted hetaryl, optionally substituted hetaryloxy, optionally substituted hetarylthio, optionally substituted heteroarylalkyl, optionally substituted hetarylalkenyl, optionally substituted hetaryloxyalkyl, hetarylthioalkyl, optionally substituted heterocyclyl, optionally substituted heterocyclyloxy, or denote N(R )2, where R denotes H, alkyl or phenyl, or denote -CO-N(R )2, where R denotes H, alkyl or phenyl, or R and R together with the C atom which they substitute can form a carbo- or heterocyclic ring, or R or R denotes halogen or the group denotes the radical where n denotes the integers 1 to 4 and the radicals R denote H, halogen, cyano, nitro; alkyl, alkoxy, aryl, aryloxy, benzyloxy, hetaryl and hetaryloxy, by reacting an oxime of the general formula II in which R1 and R2 have the abovementioned meanings, with a lactone of the general formula III in which X and m have the abovementioned meaning, if appropriate in the presence of a base or of a diluent, and o-iminooxymethylbenzoic acids of the abovementioned formula.

    Oxime ethers and fungicides containing them

    公开(公告)号:AU648142B2

    公开(公告)日:1994-04-14

    申请号:AU1074292

    申请日:1992-02-06

    Applicant: BASF AG

    Abstract: alpha -Imino oxime cpds, described as oxime ethers, of formula (I) are new: R = CR2R3R4 or opt. substd. 3-8C cycloalkyl, 2-8C alkenyl, 2-8C alkynyl, phenyl or heteroaryl; R1 = H or 1-8C alkyl; R2 = H, 1-8C alkyl, aralkyl, heteroarylalkyl, alkoxyalkyl, aryloxyalkyl, aryl or heteroaryl; R3 = H, Me, CN, COOH or 2-9C alkoxycarbonyl; R4 = a gp. as defined for R2; or CR2R3 is a 5- to 8-membered lactone ring or CR2R4 is a 3-8C cycloalkane ring; R5 = H, 1-8C alkyl, aralkyl, 3-6C cycloalkyl, OH, 1-4C alkoxy, NH2, 1-4C alkylamino or dialkylamino; Y = a gp. stated to be an opt. substd. 1-8C alkyl, opt. substd. 2-8C alkenyl, 2-8C alkynyl, O, S(O)m (m = 0-2), N substd. by opt. substd. 1-8C alkyl, oxycarbonyl, carbonyloxy, oxycarbonyl (1-8C) alkyl, carbonyloxy (1-8C) alkyl, 2-8C oxyalkyloxy, 2-8C oxyalkenyl, 1-8C alkoxy, 1-4C oxyalkyl, 1-8C thioalkyl, azo, opt. 1-8C alkyl-substd. -carbonylamino, -aminocarbonyl or -aminocarbonyloxy, oxyimino or opt. substd. imino oxyalkyl; Z = (a) 1-18C alkyl, 2-18C alkenyl, 3-18C alkynyl, aryl, aryl (1-10C) alkyl, aryl (2-10C) alkenyl, aryloxy (1-10C) alkyl, (1-4C) alkoxy (1-10C) alkyl, 1-10C haloalkyl, 2-5C alkoxycarbonyl or heteroaryl; (b) aryloxy, aryloxy (1-10C) alkoxy, aryl (1-10C) alkoxy, 1-10C alkoxy or heteroaryloxy when Y is not oxyalkyl, oxyalkyloxy, thialkyl (sic), -O-N=C- (sic), -N=N-, oxycarbonyl, oxycarbonyloxy, O or S; or (c) 1-18C alkylthio or arylthio when Y is not oxyalkyl, oxyalkyloxy, -O-N=C- (sic), -N=N-, oxycarbonyl, oxycarbonyloxy or O, and Z is opt. substd. by halogen, CN, NO2, 1-4C alkyl, 2-4C alkenyl, 1-4C alkoxy, 1-4C haloalkyl, (1-4C) alkoxy (1-4C) alkyl, di(1-4C) alkoxy (1-4C) alkyl, opt. substd. 1-10C alkoxyimino, opt. substd. 2-10C alkenyloxyimino, opt. substd. aralkoxyimino, opt. substd. 2-10C alkanoyl, opt. substd. formyl, 2-4C haloalkenyl, 2-5C alkoxycarbonyl, opt. substd. phenyl, or opt. substd. 5-membered heterocyclyl which contains 1-4 heteroatoms (N, O and/or S) and is opt. fused with an opt. substd. aromatic or heteroaromatic ring; X = H, halogen, NO2 and/or opt. substd. 1-4C alkyl, 1-4C alkoxy and/or 1-4C haloalkyl; m = 1-4.

    FUNGICIDE PREPARATIVES CONTAINING OXYMETER DERIVATIVES AND METHOD FOR PRODUCING ACTIVE SUBSTANCES

    公开(公告)号:HU9200372D0

    公开(公告)日:1992-05-28

    申请号:HU9200372

    申请日:1992-02-06

    Applicant: BASF AG

    Abstract: alpha -Imino oxime cpds, described as oxime ethers, of formula (I) are new: R = CR2R3R4 or opt. substd. 3-8C cycloalkyl, 2-8C alkenyl, 2-8C alkynyl, phenyl or heteroaryl; R1 = H or 1-8C alkyl; R2 = H, 1-8C alkyl, aralkyl, heteroarylalkyl, alkoxyalkyl, aryloxyalkyl, aryl or heteroaryl; R3 = H, Me, CN, COOH or 2-9C alkoxycarbonyl; R4 = a gp. as defined for R2; or CR2R3 is a 5- to 8-membered lactone ring or CR2R4 is a 3-8C cycloalkane ring; R5 = H, 1-8C alkyl, aralkyl, 3-6C cycloalkyl, OH, 1-4C alkoxy, NH2, 1-4C alkylamino or dialkylamino; Y = a gp. stated to be an opt. substd. 1-8C alkyl, opt. substd. 2-8C alkenyl, 2-8C alkynyl, O, S(O)m (m = 0-2), N substd. by opt. substd. 1-8C alkyl, oxycarbonyl, carbonyloxy, oxycarbonyl (1-8C) alkyl, carbonyloxy (1-8C) alkyl, 2-8C oxyalkyloxy, 2-8C oxyalkenyl, 1-8C alkoxy, 1-4C oxyalkyl, 1-8C thioalkyl, azo, opt. 1-8C alkyl-substd. -carbonylamino, -aminocarbonyl or -aminocarbonyloxy, oxyimino or opt. substd. imino oxyalkyl; Z = (a) 1-18C alkyl, 2-18C alkenyl, 3-18C alkynyl, aryl, aryl (1-10C) alkyl, aryl (2-10C) alkenyl, aryloxy (1-10C) alkyl, (1-4C) alkoxy (1-10C) alkyl, 1-10C haloalkyl, 2-5C alkoxycarbonyl or heteroaryl; (b) aryloxy, aryloxy (1-10C) alkoxy, aryl (1-10C) alkoxy, 1-10C alkoxy or heteroaryloxy when Y is not oxyalkyl, oxyalkyloxy, thialkyl (sic), -O-N=C- (sic), -N=N-, oxycarbonyl, oxycarbonyloxy, O or S; or (c) 1-18C alkylthio or arylthio when Y is not oxyalkyl, oxyalkyloxy, -O-N=C- (sic), -N=N-, oxycarbonyl, oxycarbonyloxy or O, and Z is opt. substd. by halogen, CN, NO2, 1-4C alkyl, 2-4C alkenyl, 1-4C alkoxy, 1-4C haloalkyl, (1-4C) alkoxy (1-4C) alkyl, di(1-4C) alkoxy (1-4C) alkyl, opt. substd. 1-10C alkoxyimino, opt. substd. 2-10C alkenyloxyimino, opt. substd. aralkoxyimino, opt. substd. 2-10C alkanoyl, opt. substd. formyl, 2-4C haloalkenyl, 2-5C alkoxycarbonyl, opt. substd. phenyl, or opt. substd. 5-membered heterocyclyl which contains 1-4 heteroatoms (N, O and/or S) and is opt. fused with an opt. substd. aromatic or heteroaromatic ring; X = H, halogen, NO2 and/or opt. substd. 1-4C alkyl, 1-4C alkoxy and/or 1-4C haloalkyl; m = 1-4.

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