Patent ID: 6175007
Filing Date: 2001-01-16
Classification: A01N,C07F

Abstract:
A phosphonic acid compound I ##STR217##where the variables have the following meanings:Eth is 1,2-ethynediyl or an ethane- or ethene-1,2-diyl chain, each of which can be unsubstituted or have attached to it one or two of the following substituents: halogen, cyano, carboxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, (C.sub.1 -C.sub.4 -alkoxy)carbonyl and/or di(C.sub.1 -C.sub.4 -alkyl)amino, it being possible for the ethane-1,2-diyl chain, if desired, additionally to have attached to it a hydroxyl, amino or CL-C.sub.4 -alkylamino group;Y.sup.1 is oxygen or sulfur;Y.sup.2 is oxygen, sulfur or --N(R.sup.6)--;Y.sup.3 isg oxygen, sulfur or --N(R.sup.7)--;R.sup.1, R.sup.2, R.sup.6 and R.sup.7 independently of one another arehydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, hydroxy-C.sub.1 -C.sub.4 -alkyl, cyano-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkoxy-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyloxy-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkynyloxy-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.8 -cycloalkoxy-C.sub.1 -C.sub.4 -alkyl, amino-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylamino-C.sub.1 -C.sub.4 -alkyl, di(C.sub.1 -C.sub.4 -alkyl)amino-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkylthio-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkenylthio-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkynylthio-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylsulfinyl-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkylsulfinyl-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenylsulfinyl-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkynylsulfinyl-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylsulfonyl-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkylsulfonyl-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenylsulfonyl-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkynylsulfonyl-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.1 -C.sub.6 -haloalkenyl, cyano-C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -haloalkynyl, cyano-C.sub.3 -C.sub.6 -alkynyl, hydroxycarbonyl-C.sub.1 -C.sub.4 -alkyl, (C.sub.1 -C.sub.4 -alkoxy)carbonyl-C.sub.1 -C.sub.4 -alkyl, (C.sub.1 -C.sub.4 -alkylthio) carbonyl-C.sub.1 -C.sub.4 -alkyl, aminocarbonyl-C.sub.1 -C.sub.4 -alkyl, (C.sub.1 -C.sub.4 -alkyl) aminocarbonyl-C.sub.1 -C.sub.4 -alkyl, di(C.sub.1 -C.sub.4 -alkyl)aminocarbonyl-C.sub.1 -C.sub.4 -alkyl,C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.8 -cycloalkyl-C.sub.1 -C.sub.4 -alkyl, phenyl, phenyl-C.sub.1 -C.sub.4 -alkyl orand it being possible for all cycloalky and phenyl rings to be unsubstituted or to have attached to them one to four substituents, in each case selected from the group consisting of halogen, cyano, nitro, amino, hydroxyl, carboxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -haloalkylsulfonyl, (C.sub.1 -C.sub.4 -alkyl)carbonyl, (C.sub.1 -C.sub.4 -haloalkyl) carbonyl, (C.sub.1 -C.sub.4 -alkoxy)carbonyl, (C.sub.1 -C.sub.4 -alkyl)carbonyloxy, (C.sub.1 -C.sub.4 -haloalkyl)carbonyloxy and di(C.sub.1 -C.sub.4 -alkyl)amino, orR.sup.1 and R.sup.2 or R.sup.1 and R.sup.6 and/or R.sup.2 and R.sup.7 in each case together form a 1,2-ethanediyl, 1,3-propylene, tetramethylene, pentamethylene or ethyleneoxyethylene chain which, if desired, can be substituted by one to four C.sub.1 -C.sub.4 -alkyl and/or one or two (C.sub.1 -C.sub.4 -alkoxy)carbonyl groups, orR.sup.1 and R.sup.2 together are 1,2-phenylene which can be unsubstituted or have attached to it one to three substituents, in each case selected from the group consisting of cyano, nitro, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy and C.sub.1 -C.sub.4 -haloalkoxy;R.sup.3 is cyano, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -haloalkoxy;R.sup.4 is hydrogen or halogen;R.sup.5 is one of the following heterocycles .PHI..sup.1 to .PHI..sup.5, .PHI..sup.7 and .PHI..sup.20 to .PHI..sup.22 : ##STR218##whereR.sup.8 is hydrogen, amino, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl;R.sup.9 is cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkyl-sulfonyl or C.sub.1 -C.sub.4 -haloalkylsulfonyl;R.sup.10 is C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl;R.sup.11 is cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -haloalkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl or C.sub.1 -C.sub.4 -haloalkylsulfonyl,R.sup.12 is hydrogen, cyano, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl;Y.sup.4 is oxygen, sulfur or methylene;R.sup.13, R.sup.14 independently of one another are hydrogen or C.sub.1 -C.sub.4 -alkyl, orR.sup.13 and R.sup.14 together form a tetramethylene bridge;R.sup.15 and R.sup.16 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, or R.sup.15 and R.sup.16 together form a tetramethylene bridge;R.sup.17 is halogen or C.sub.1 -C.sub.4 -alkyl;R.sup.18 is halogen;R.sup.19, R.sup.20, R.sup.55 and R.sup.56 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, or R.sup.55 and R.sup.56 together with the ring atoms linking them are a 5- or 6-membered ring consisting of carbon ring members and the nitrogen ring member to which R.sup.56 is bonded, which is unsubstituted or substituted by one or two C.sub.1 -C.sub.4 -alkyl radicals;Y.sup.7 is oxygen or sulfur;Z.sup.3 and Z.sup.4 independently of one another are nitrogen or CH;R.sup.23 and R.sup.24 and/or R.sup.53 and R.sup.54 together form a tetramethylene bridge;R.sup.52 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.1 -C.sub.4 -haloalkyl;R.sup.50 and R.sup.51 independently of one another are C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl or C.sub.3 -C.sub.6 -cycloalkyl or an agriculturally useful salt of a compound I, with the exception of those compounds I where R.sup.4 is hydrogen and R.sup.5 is .PHI..sup.2.