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公开(公告)号:DE4042283A1
公开(公告)日:1992-07-02
申请号:DE4042283
申请日:1990-12-31
Applicant: BASF AG
Inventor: WOLF BERND DR , BENOIT REMY DR , SAUTER HUBERT DR , WINGERT HORST DR , HEPP MICHAEL DR , KUEKENHOEHNER THOMAS DR , GRAMMENOS WASSILIOS DR
IPC: C07C51/367 , C07C65/24 , C07C69/738 , C07C235/34 , C07C249/08 , C07C251/48 , C07C253/14 , C07C255/17 , C07C317/24
Abstract: Prepn. of E-oxime-ethers of phenylglyoxylic acid esters of formula (I) comprises (a) reacting a phenol Xm-Ph-PH in a base in the presence of a solvent to give a phenolate; (b) mixing with a lactone of formula (III); (c) distilling off solvent and reacting the mixt. at 50-250 deg.C in the melt; (d) washing with water and acid to give a 2-phenoxymethylbenzoic acid of formula (IV); Q = OH); (e) treating with phosgene or SOCl2 to give the 2-phenoxymethylbenzoyl chloride (IV; Q = Cl); (f) reacting with alkali(ne earth)metal cyanide opt. in the presence of prussic acid; (g) treating the 2-phenoxymethylbenzoyl cyanide (IV; Q = CN) with MeOH in the presence of acid to give (VIIb); (h) opt. splitting under acidic conditions to give (IV; Q = C(O)NHR) or (i) treating (IV; Q=R) with dimethyl sulphoxide in the presence of a base to give a beta ketosulphoxide (IV; Q = CH2SOCH3) and treating with a halogenating agent, and MeOH in acid to give (IV; Q = C(O)OMe); (k) reacting (IV; Q = C(O)OMe) and/or (VIIb) with O-methylhydroxylamine or its acid addn. salt to give (I). Q = R1CH2SOMe, OH, Cl, CN or C(O)NNR; X, Y = halo, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3; R = 1-4C alkyl.
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公开(公告)号:DE4042273A1
公开(公告)日:1992-07-02
申请号:DE4042273
申请日:1990-12-31
Applicant: BASF AG
Inventor: WINGERT HORST DR , WOLF BERND DR , BENOIT REMY DR , SAUTER HUBERT DR , HEPP MICHAEL DR , GRAMMENOS WASSILIOS DR , KUEKENHOEHNER THOMAS DR
IPC: C07C51/367 , C07C65/24 , C07C69/738 , C07C235/34 , C07C249/08 , C07C251/48 , C07C253/14 , C07C255/17 , C07C317/24
Abstract: Prepn. of E-oxime-ethers of phenylglyoxylic acid esters of formula (I) comprises (a) reacting a phenol Xm-Ph-PH in a base in the presence of a solvent to give a phenolate; (b) mixing with a lactone of formula (III); (c) distilling off solvent and reacting the mixt. at 50-250 deg.C in the melt; (d) washing with water and acid to give a 2-phenoxymethylbenzoic acid of formula (IV); Q = OH); (e) treating with phosgene or SOCl2 to give the 2-phenoxymethylbenzoyl chloride (IV; Q = Cl); (f) reacting with alkali(ne earth)metal cyanide opt. in the presence of prussic acid; (g) treating the 2-phenoxymethylbenzoyl cyanide (IV; Q = CN) with MeOH in the presence of acid to give (VIIb); (h) opt. splitting under acidic conditions to give (IV; Q = C(O)NHR) or (i) treating (IV; Q=R) with dimethyl sulphoxide in the presence of a base to give a beta ketosulphoxide (IV; Q = CH2SOCH3) and treating with a halogenating agent, and MeOH in acid to give (IV; Q = C(O)OMe); (k) reacting (IV; Q = C(O)OMe) and/or (VIIb) with O-methylhydroxylamine or its acid addn. salt to give (I). Q = R1CH2SOMe, OH, Cl, CN or C(O)NNR; X, Y = halo, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3; R = 1-4C alkyl.
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公开(公告)号:GR3025370T3
公开(公告)日:1998-02-27
申请号:GR970403012
申请日:1997-11-12
Applicant: BASF AG
Inventor: WINGERT HORST DR , WOLF BERND DR , BENOIT REMY DR , SAUTER HUBERT DR , HEPP MICHAEL DR , GRAMMENOS WASSILIOS DR , KUEKENHOEHNER THOMAS DR
IPC: C07C69/736 , C07C20060101 , C07C51/09 , C07C51/367 , C07C59/68 , C07C65/21 , C07C65/24 , C07C67/22 , C07C69/738 , C07C69/76 , C07C235/34 , C07C235/78 , C07C249/08 , C07C251/48 , C07C253/14 , C07C255/17 , C07C255/40 , C07C317/24
Abstract: Prepn. of 2-phenoxymethyl benzoic acid derivs. of formula (I) comprises (a) converting a phenol of formula (II) to the phenolate in the presence of a basic diluent; (b) mixing the mixt. with a lactone of formula (III); (c) distilling off the diluent; (d) reacting the mixt. at 50-250 degrees C in the melt; and (e) dissolving the liq. melt with water and acidifying. X, Y = halogen, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3.
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公开(公告)号:GR3024663T3
公开(公告)日:1997-12-31
申请号:GR970402305
申请日:1997-09-09
Applicant: BASF AG
Inventor: BENOIT REMY DR , SAUTER HUBERT DR
IPC: C07C253/30 , C07C249/12 , C07C251/60 , C07C255/17 , C07C255/57 , C07C255/61 , C07C259/04 , C07C259/12 , C07C259/14 , C07C259/18 , C07C317/24 , C07C323/47 , C07C323/63 , C07D209/14 , C07D209/48 , C07D213/53 , C07D213/57 , C07D239/26 , C07D277/20 , C07D277/38 , C07D333/24 , C07D333/36
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.
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公开(公告)号:DK0718279T3
公开(公告)日:1997-10-27
申请号:DK96101039
申请日:1991-12-10
Applicant: BASF AG
Inventor: SAUTER HUBERT DR , GRAMMENOS WASSILIOS DR , WINGERT HORST DR , BENOIT REMY DR , HEPP MICHAEL DR , WOLF BERND DR , KUEKENHOEHNER THOMAS DR
IPC: C07C69/736 , C07C20060101 , C07C51/09 , C07C51/367 , C07C59/68 , C07C65/21 , C07C65/24 , C07C67/22 , C07C69/738 , C07C69/76 , C07C235/34 , C07C235/78 , C07C249/08 , C07C251/48 , C07C253/14 , C07C255/17 , C07C255/40 , C07C317/24
Abstract: Prepn. of 2-phenoxymethyl benzoic acid derivs. of formula (I) comprises (a) converting a phenol of formula (II) to the phenolate in the presence of a basic diluent; (b) mixing the mixt. with a lactone of formula (III); (c) distilling off the diluent; (d) reacting the mixt. at 50-250 degrees C in the melt; and (e) dissolving the liq. melt with water and acidifying. X, Y = halogen, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3.
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公开(公告)号:ES2105904T3
公开(公告)日:1997-10-16
申请号:ES96101038
申请日:1991-12-10
Applicant: BASF AG
Inventor: WINGERT HORST DR , WOLF BERND DR , BENOIT REMY DR , SAUTER HUBERT DR , HEPP MICHAEL DR , GRAMMENOS WASSILIOS DR
IPC: C07C69/736 , C07C20060101 , C07C51/09 , C07C51/367 , C07C59/68 , C07C65/21 , C07C65/24 , C07C67/22 , C07C69/738 , C07C69/76 , C07C235/34 , C07C235/78 , C07C249/08 , C07C251/48 , C07C253/14 , C07C255/17 , C07C255/40 , C07C317/24
Abstract: Prepn. of 2-phenoxymethyl benzoic acid derivs. of formula (I) comprises (a) converting a phenol of formula (II) to the phenolate in the presence of a basic diluent; (b) mixing the mixt. with a lactone of formula (III); (c) distilling off the diluent; (d) reacting the mixt. at 50-250 degrees C in the melt; and (e) dissolving the liq. melt with water and acidifying. X, Y = halogen, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3.
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公开(公告)号:ES2105903T3
公开(公告)日:1997-10-16
申请号:ES96101025
申请日:1991-12-10
Applicant: BASF AG
Inventor: WINGERT HORST DR , WOLF BERND DR , BENOIT REMY DR , SAUTER HUBERT DR , HEPP MICHAEL DR , GRAMMENOS WASSILIOS DR
IPC: C07C69/736 , C07C20060101 , C07C51/09 , C07C51/367 , C07C59/68 , C07C65/21 , C07C65/24 , C07C67/22 , C07C69/738 , C07C69/76 , C07C235/34 , C07C235/78 , C07C249/08 , C07C251/48 , C07C253/14 , C07C255/17 , C07C255/40 , C07C317/24
Abstract: Prepn. of 2-phenoxymethyl benzoic acid derivs. of formula (I) comprises (a) converting a phenol of formula (II) to the phenolate in the presence of a basic diluent; (b) mixing the mixt. with a lactone of formula (III); (c) distilling off the diluent; (d) reacting the mixt. at 50-250 degrees C in the melt; and (e) dissolving the liq. melt with water and acidifying. X, Y = halogen, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3.
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公开(公告)号:DK0712833T3
公开(公告)日:1997-10-06
申请号:DK96101038
申请日:1991-12-10
Applicant: BASF AG
Inventor: SAUTER HUBERT DR , WINGERT HORST DR , BENOIT REMY DR , GRAMMENOS WASSILIOS DR , WOLF BERND DR , HEPP MICHAEL DR , KUEKENHOEHNER THOMAS DR
IPC: C07C69/736 , C07C20060101 , C07C51/09 , C07C51/367 , C07C59/68 , C07C65/21 , C07C65/24 , C07C67/22 , C07C69/738 , C07C69/76 , C07C235/34 , C07C235/78 , C07C249/08 , C07C251/48 , C07C253/14 , C07C255/17 , C07C255/40 , C07C317/24
Abstract: Prepn. of 2-phenoxymethyl benzoic acid derivs. of formula (I) comprises (a) converting a phenol of formula (II) to the phenolate in the presence of a basic diluent; (b) mixing the mixt. with a lactone of formula (III); (c) distilling off the diluent; (d) reacting the mixt. at 50-250 degrees C in the melt; and (e) dissolving the liq. melt with water and acidifying. X, Y = halogen, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3.
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公开(公告)号:ES2104449T3
公开(公告)日:1997-10-01
申请号:ES95110519
申请日:1992-01-17
Applicant: BASF AG
Inventor: BENOIT REMY DR , SAUTER HUBERT DR , KIRSTGEN REINHARD DR , LORENZ GISELA DR , AMMERMANN EBERHARD DR
IPC: A01N35/10 , A01N37/12 , A01N37/34 , A01N37/50 , A01N43/10 , A01N53/10 , C07C251/48 , C07C251/50 , C07C251/58 , C07C251/60 , C07C251/80 , C07C255/61 , C07C255/62 , C07D239/52
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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公开(公告)号:DE19545212A1
公开(公告)日:1997-06-12
申请号:DE19545212
申请日:1995-12-05
Applicant: BASF AG
Inventor: BRATZ MATTHIAS DR , JAEGER KARL-FRIEDRICH DR , BENOIT REMY DR , RANG HARALD DR , MISLITZ ULF DR , WESTPHALEN KARL-OTTO DR
IPC: A01N35/10 , A01N43/10 , A01N43/14 , A01N43/16 , A01N43/18 , C07C239/20 , C07C251/42 , C07C251/50 , C07C323/47 , C07D309/06 , C07D335/02 , C07D309/04 , C07C251/70
Abstract: The invention relates to herbicidally active cyclohexenone oxime ether metal salts of formula (I), in which R is C1-Cn-alkyl and R is the equivalent of an alkali metal, an alkaline earth metal or a transition metal. The claimed salts have particularly good properties with respect to storage stability and temperature stability, susceptibility to moisture or biological action.
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