Prepn. of E-oxime ether(s) of phenyl-glyoxylic acid ester(s)

    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

    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.

    Prepn. of E-oxime ether(s) of phenyl-glyoxylic acid ester(s)

    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

    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.

    New fungicidal cpds.
    87.
    发明专利

    公开(公告)号:DE4029092A1

    公开(公告)日:1992-03-19

    申请号:DE4029092

    申请日:1990-09-13

    Applicant: BASF AG

    Abstract: Thiolcarboxylic acid ester derivs. of formula (I) are new; X = O, S, oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene or ethynylene; Y and Z = S or O, provided that they are not both O; R = 1-6C alkyl, mono- di- or tri-nuclear aryl or heteroaryl, these aryl and heteroaryl gps. opt. substd. by R1; R1 = halogen, CN, NO2, 1-6C alkyl, 3-6C cycloalkyl, 1-6C alkoxy, trifluoromethyl, mono or dinuclear aryloxy or mono, di or trinuclear aryl, these aryloxy and aryl gps. being themselves opt. susbtd. by R1.

    N-acylated (hetero)aromatic hydroxylamine derivatives

    公开(公告)号:DE19738864A1

    公开(公告)日:1999-03-11

    申请号:DE19738864

    申请日:1997-09-05

    Applicant: BASF AG

    Abstract: N-acylated (hetero)aromatic hydroxylamine derivatives are prepared by hydrogenation of the corresponding nitro compound in the presence of an inert, aprotic solvent and an aliphatic amine. N-acylated(hetero)aromatic hydroxylamine derivatives of formula (1) are prepared by hydrogenation of a (hetero)aromatic nitro compound of formula (2) in the presence of a hydrogenation catalyst. The hydrogenation is carried out in a mixture at an inert, aprotic solvent and an aliphatic amine followed by removal of the amine by distillation or extraction to yield a crude hydroxylamine without intermediate isolation that is N-acylated to form the compound of formula (3) and optionally by o-alkylation of form the compound of formula (4), R = 1-4 C alkoxycarbonyl, alkylcarbonyl, alkylaminocarbonyl, di(1-4 C alkyl)aminocarbonyl; R = H or 1-6 C alkyl; R = H, halogen, cyano, 1-4 C alkyl, 1-4 C haloalkyl, 1-4 C alkoxy, 1-4 C alkyl-CRd=N-O-1-4 C alkyl, 1-4 C alkoxycarbonyl, -CH2O-N=C(Ra)-C(Rb)=N-O-Rc or A or B; A = -O-, -CH2-, -O-CH2, CH2O-, -CH2OCO-, -CH=CH-, -CH=N-O-, -CH2-O-N=C (Ra) or a single bond; B = phenyl, napthyl, pyridinyl, pyrazinyl, pyrinidinyl, pyridazinyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,4-triazolyl; 1,2,3 triazolyl, furanyl, thienyl, pyrrolyl or 3-7 C cycloalkyl, optionally substituted with 1-3 Ri groups. Ri = H, halogen, cyano, 1-4 C alkyl, 1-4 C haloalkyl, 1-4 C alkoxy, 1-4 C alkyl-CR =N-O-1-4 C alkyl, 1-4 C alkoxycarbonyl, 1-4 C alkylaminocarbonyl, 1-4 C dialkylaminocarbonyl, 1-4 C alkylcarbonylamino, 1-4 C alkylcarbonyl-1; 4-alkylamino or phenyl, optionally substituted by halogen or 1-4 C alkyl Rd = H, 1-4 C alkyl, 2-4 C alkoxy or 2-4 C alkenyl; Ra, Rc = H, halogen, cyano, 1-4 C alkyl, 1-4 C alkoxy, 1-4 C alkylthio, cyclopropyl or trifluoromethyl; Rb = 1-4 C alkyl, 2-4 C alkenyl, 3-6 C cycloalkyl, phenyl, hetaryl or heterocyclyl R = halogen, 1-4 C alkyl, 1-4 C haloalkyl or 1-4 C alkoxycarbonyl X = N or CH; n = 0, 1, 2 or 3.

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