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公开(公告)号:GR3019748T3
公开(公告)日:1996-07-31
申请号:GR960401145
申请日:1996-04-24
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:DE4442732A1
公开(公告)日:1996-06-05
申请号:DE4442732
申请日:1994-12-01
Applicant: BASF AG
Inventor: BAYER HERBERT DR , BENOIT REMY DR , SAUTER HUBERT DR , MUELLER BERND DR , ROEHL FRANZ DR , AMMERMANN EBERHARD DR , LORENZ GISELA DR
IPC: A01N43/82 , A01N43/824 , C07C255/64 , C07C259/14 , C07D271/06 , C07D413/12 , C07D417/12
Abstract: 1,2,4 -Oxadiazole derivs. of formula (I) are new. X = NOMe, CHOMe, Et or n-Pr; R' = H, alkyl or haloalkyl; R'' = CN, NO2, halo, alkyl, haloalkyl, alkoxy or haloalkyloxy; m = 0-2; n = 0 or 1; A = OCH2, SCH2, C(R)=NOCH2, COCH2, CH2CH2, O, S, CH2O, CH2S, CR1=CR2, C?=C or ON=CR2, with the first atom of each gp. bonded to B; R = H, CN, OH, halo, alkyl, haloalkyl, alkoxy, alkylthio or 3-6C cycloalkyl; R1 = H, CN, halo or alkyl; R2 = H or alkyl; B = H, formyl, carboxy, carbonylamino or an organic gp.; or R2 + B + the phenyl ring = Z; Z = opt. substd. bicyclic, (opt. partly) unsatd. system that opt. contains O, N and/or S; alkyl, haloalkyl and alkoxy have 1-4C; provided that n = 1 when B = H.
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公开(公告)号:DE4042272A1
公开(公告)日:1992-07-02
申请号:DE4042272
申请日:1990-12-31
Applicant: BASF AG
Inventor: WOLF BERND DR , BENOIT REMY DR , SAUTER HUBERT DR , GRAMMENOS WASSILIOS DR , WINGERT HORST DR , KUEKENHOEHNER THOMAS DR , HEPP MICHAEL 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:DE4042271A1
公开(公告)日:1992-07-02
申请号:DE4042271
申请日:1990-12-31
Applicant: BASF AG
Inventor: BENOIT REMY DR , WINGERT HORST DR , WOLF BERND DR , SAUTER HUBERT DR , KUEKENHOEHNER THOMAS DR , GRAMMENOS WASSILIOS DR , HEPP MICHAEL 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:CZ288980B6
公开(公告)日:2001-10-17
申请号:CZ20011012
申请日:2001-03-20
Applicant: BASF AG
Inventor: BAYER HERBERT DR , WINGERT HORST DR , SAUTER HUBERT DR , OBERDORF KLAUS DR , ROEHL FRANZ DR , AMMERMANN EBERHARD DR , LORENZ GIZELA DR , BENOIT REMY DR
IPC: A01N37/50 , C07C249/08 , C07C249/12 , C07C251/38 , C07C251/48 , C07C251/58 , C07C251/60 , C07C255/61 , C07C255/62 , C07C255/64 , C07C259/18 , C07C271/28 , C07C317/32 , C07C323/45 , C07C323/47 , C07C327/48
Abstract: In the present invention there is disclosed a novel benzyl compound monomethylamide of the general formula V, which monomethylamide can be used as intermediate for preparing N-methylamide exhibiting both excellent fungicidal activity and insecticidal, nematocidal and acaricidal activities.
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公开(公告)号:CZ288053B6
公开(公告)日:2001-04-11
申请号:CZ315597
申请日:1996-03-25
Applicant: BASF AG
Inventor: MUELLER RUTH DR , BENOIT REMY DR , BAYER HERBERT DR , GOETZ NORBERT DR , SAUTER HUBERT DR
IPC: C07D231/12 , C07B61/00 , C07C249/04 , C07C249/12 , C07C249/14 , C07C251/38 , C07C251/48 , C07C255/62 , C07D261/08
Abstract: In the present invention there is disclosed a process for preparing of alpha-bis-oxime isomers of the general formula Ia: Re1O-N=CRe2-CRe3=N-ORe4 (Ia), wherein the groups Re1O- and Re2 on the N=C bond are in mutual position cis and wherein Re1 represents alkyl containing 1 to 6 carbon atoms, alkenyl containing 3 to 6 carbon atoms and alkynyl having 3 to 6 carbon atoms, Re2 represents an optionally substituted phenyl or an optionally substituted hetaryl, Re3 represents a hydrogen atom, a cyano group, a halogen atom, alkyl containing 1 to 4 carbon atoms, haloalkyl containing 1 to 4 carbon atoms and cycloalkyl having 3 to 6 carbon atoms and Re4 represents hydrogen. The proposed preparation process is characterized in that {alpha}-bis-oxime isomer of the general formula Ib: Re1O-N=CRe2-CRe3=N-ORe4 (Ib), wherein the groups Re1O- and Re2 on the N=C bond are in mutual position trans and wherein Re1, Re2, Re3 and Re4 are as specified above, optionally in a mixture with the {alpha}-bis-oxime isomer of the general formula Ia: Re1O-N=CRe2-CRe3=N-ORe4 (Ia) is treated in an aromatic hydrocarbon with a Lewis acid.
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公开(公告)号:ES2104988T3
公开(公告)日:1997-10-16
申请号:ES93105432
申请日:1993-04-01
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:DE59108848D1
公开(公告)日:1997-10-09
申请号:DE59108848
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 , 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:DK0564984T3
公开(公告)日:1997-09-15
申请号:DK93105432
申请日:1993-04-01
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:AT157643T
公开(公告)日:1997-09-15
申请号:AT96101038
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 , 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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