PRODUCTION OF SACCHARINCARBONYL HALIDE

    公开(公告)号:JPH11322732A

    公开(公告)日:1999-11-24

    申请号:JP8217999

    申请日:1999-03-25

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To provide a method for selectively producing a saccharinecarbonyl halide useful as a herbicide from readily available starting materials while avoiding the formation of a byproduct by reacting a specific amide with an inorganic acid halide. SOLUTION: This method for producing a compound of formula I (X is a halogen; R and R are each H, a 1-6C alkyl, a 3-6C cycloalkyl or the like; R is H, a 1-6C alkyl, a 3-8C cycloalkyl or the like) comprises reacting (A) isophthalylsulfonamide of formula II with (B) an inorganic acid halide. Preferably, the reaction is carried out by using tionyl chloride, phosphorus oxychloride, oxalyl chloride or the like as the component B, in an organic solvent such as toluene within the temp. range of 25-130 deg.C.

    4.
    发明专利
    未知

    公开(公告)号:DE59310185D1

    公开(公告)日:2001-08-02

    申请号:DE59310185

    申请日:1993-04-20

    Applicant: BASF AG

    Abstract: Substd. cyclohexene-1,2-dicarboxylic acid derivs. of formula (I), and their salts are new. Where T = CONR1R2 or CN; R1, R2 = H; R, 3-6C alkenyl, or 3-6C alkynyl, all opt. substd. by 1-3 halo, CN, NH2, SH, OH, OR, RSO, RSO2, RCO, COOH, ROCO, RNH, (R)2N, RNHCO, (R)2NCO, (RO)(HO)PO, (RO)2PO, or Ar); or Ar' when R1 is H or R, R2 may also be OH, RO, 3-6C alkenyloxy, 3-6C alkynyloxy, 3-7C cycloalkoxy 5-7 cycloalkenyloxy, 1-6C haloalkoxy, 3-6C halo alkenyloxy, 3-7C cycloalkyl-1-6C alkoxy, RCOO, 1-6C cyanoalkoxy, etc.; NR1R2 = a 3-8 membered non-aromatic heterocycle contg. 1-3N atoms and/or one O or S atom and opt. 1-2 CO gps., the ring being opt. substd. by 1-3R; Ar = phenyl or a 3-8 membered heterocycle (contg. 1-4 heteroatoms selected from 1-4N, 1O or 1S) both opt. substd. on every substitutable atom by OH, halo, CN, NO2, CF3, R or RO; Ar' as Ar except that the heterocycle contains 1-4 heteroatoms selected from 1-4N, 1-20 and 1-2S, and only C-atoms may be substd. R = 1-6C alkyl; R3 = H or R; R4 = H or halo; R5 = H, halo, NO2, CN or CF3; R6 = a 3-8 membered heterocycle (contg. 1-4 heteroatoms selected from 1-4N, 1-2O and 1-2S, and in which 1-2 CH2 gps. are opt. replaced by CO), opt. C-substd. by R, 2-6C alkenyl, 2-6C alkynyl, RO, RS, 3-6C alkenyloxy, 3-6C alkynyloxy, 3-6C alkenylthio, 3-6C alkynylthio, ROCO, NO2, NH2, halo, 1-4C alkylamino, di(1-4C)alkylamino, CN, 1-6C cyanoalkyl, 1-6C haloalkyl or 1-6C haloalkyloxy; ACN, ACOB, OR9, C(O)R10, C(S)R10, C(NR16)R10, A = straight chain 2-4C alkenylene or 2-4C alkynylene, both opt. substd. by 1-2 halo, CN, R, 1-6C haloalkyl, OH, RO, RCOO, ROCO or RCO; B = H, R, 3-6C alkenyl, 3-6C alkynyl, 1-6C haloalkyl, 3-7C cycloalkyl, OR17, SR17, phenyl (opt. substd. by 1-3R, 2-6C alkenyl, halo, CN, NO2, 1-6C haloalkyl, RO or ROCO), 1-6C alkoxy-1-6C alkyl, di(1-6C alkoxy)-1-6C alkyl, 1-6C alkylthio-1-6C alkyl or NR18R19; R17 = H, R, 3-6C alkenyl, 3-6C alkynyl, 3-6C cycloalkyl, 1-6C haloalkyl, 1-6C cyanoalkyl, 3-6C haloalkenyl, ROCO, 1-6C alkoxy(1-6C)alkyl, 1-6C alkoxycarbonyl (1-6C) alkyl, 1-6C alkoxyimino(1-6C)alkyl, or phenyl (opt. substd. by 1-3 R, 2-6C alkenyl, halo, CN, NO2, 1-6C haloalkyl, RO or ROCO); R18, R19 = H, R, 3-6C alkenyl, 3-6C alkynyl, 3-6C cycloalkyl, 1-6C haloalkyl, RCO, ROCO, 1-6C alkoxy (1-6C)alkyl, or phenyl (opt. substd. by 1-3R, 3-6C alkenyl, halo, CN, NO2, RO or ROCO); R9 = 1-6C cyanoalkyl RQ, 1-6C haloalkyl, 3-6C haloalkenyl, 3-6C alkynyl, 3-6C haloalkynyl, 1-6 alkoxycarbonyl-2-6C alkyl, ROQOCOQ, 1-6C alkoxyimino (1-6C)alkyl, or phenyl, phenyl-Q, 3-8 membered heterocyclyl or heterocyclyl-Q (where the heterocycles contain 1-4 heteroatoms, etc.; R10 = H, CN, R, 3-6C alkenyl, 3-6C alkynyl, 1-6C haloalkyl, 3-7C cycloalkyl, ROCO, ROCOQ, or phenyl (opt. substd. by 1-3 halo, CN, NO2, R, 3-6C alkenyl, 1-6C haloalkyl, RO or ROCO); R16 = H, R, 3-6C alkenyl, 3-6C alkynyl, 3-7C cycloalkyl, 1-6C haloalkyl, phenyl (opt. substd. by 1-3R, halo, CN, 2-6C alkenyl, NO2, 1-6C haloalkyl, 1-6C alkoxy, or ROCO), ROQ, OH, RO, 3-6C alkenyloxy, 3-6C alkynyloxy, 5-7C cycloalkoxy, 5-7C cycloalkenyloxy, etc.; R5+R6 = an opt. unsatd. 3-5 membered carbon chain which opt. contains 1-2O, S, N, CO or 1-6C alkoximino gps. and which is opt. substd. by 1-2 CN, NO2, NH2, halo, R, 1-6C haloalkyl, 2-6C alkenyl, 2-6C alkynyl, 1-6C cyanoalkyl, RCOQ, phenyl-Q or 3-8 membered heterocyclyl-1-6C alkyl, where the heterocycle is opt. unsatd. and contains 1-4 heteroatoms selected from 1-4N, 1-20 and 1-2S; provided that when T is CONR1R2 then R9 is not 3-6C alkynyl and R16 is not 1-6C alkoxy, and when T is CN then R9 is not 1-6C haloalkoxy.

    10.
    发明专利
    未知

    公开(公告)号:DE59009528D1

    公开(公告)日:1995-09-21

    申请号:DE59009528

    申请日:1990-09-07

    Applicant: BASF AG

    Abstract: Carboxamides Ia, Ib, Ic and Id (X is O or S; R is H, halogen, optionally substituted alkyl, optionally substituted benzyl, alkoxy, alkylthio, haloalkoxy, haloalkylthio, optionally substituted phenyl, optionally substituted phenoxy or phenylthio, an optionally substituted 5- or 6-membered heterocycle having up to 2 hetero atoms, cycloalkylalkyl, optionally substituted alkenyl which can be epoxidised, optionally substituted alkynyl, optionally substituted cycloalkyl or cycloalkenyl; R is cycloalkylalkyl, optionally substituted alkenyl which can be epoxidised, optionally substituted cycloalkenyl; R is CHO, 4,5-dihydrooxazol-2-yl, COYR , CONR R ; Y is O or S; R is H, optionally substituted alkyl, cycloalkyl, optionally substituted alkenyl, optionally substituted cycloalkenyl, optionally substituted alkynyl, optionally substituted phenyl, a 5- or 6-membered heterocycle having up to 3 hetero atoms, benzotriazole, N-phthalimido, tetrahydrophthalimido, succinimido, maleimido, 2,2-di-methyl- 1,3-dioxolan-4-ylmethyl, 1,3-dioxolan-2-on-4-ylmethyl, in the case where Y = O: an equivalent of a cation from the group of the alkali metals or alkaline earth metals, Mn, Cu, Fe, ammonium and substituted ammonium, a radical -N = CR R or -W-Z; R and R are H, optionally substituted alkyl, optionally substituted haloalkyl, cycloalkyl, alkoxy, furanyl, optionally substituted phenyl; R + R are a 4- to 7-membered methylene chain; W is an alkylene chain, ethoxyethylene chain, butenylene or butynylene chain; Z is a moiety bonded to W in the omega -position which represents the same moiety which is linked to W in the alpha -position of W; R is H, alkyl, cycloalkyl; R is H; alkyl; -C(O-alkyl)=N-H or -C(O-alkyl)=N-alkyl; R + R are a 4- to 5-membered methylene chain; R is H, optionally substituted alkyl, optionally substituted cycloalkyl; R is H, OH, alkoxy, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, di-(C1-C4)-alkylamino, an optionally substituted 5- to 6-membered heterocycle having up to 2 hetero atoms, optionally substituted phenyl, optionally substituted naphthyl; R3 + R4 are a 4- to 7-membered methylene chain which can be interrupted by O, S or N-CH3, or are -(CH2)3-CO-> and their environmentally compatible salts are suitable as herbicides.

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