Quinoline and cinnoline fungicide compositions

A fungicidal composition wherein the active ingredients comprise, in a fungicidally effective combination, a first fungicide and a second fungicide,

• the first fungicide being a compound of the formula (1) ##STR15## wherein X is CR.sup.5 or N, where R.sup.5 is H, Cl or CH.sub.3 ;
• Y is CR.sup.5' where R.sup.5' is H, Cl, or Br;
• Z is O, S, SO, SO.sub.2, NR.sup.6, where R.sup.6 is H, (C.sub.1 -C.sub.4) alkyl, or (C.sub.1 -C.sub.4) alkanoyl, or CR.sup.7 R.sup.8, where R.sup.7 and R.sup.8 are independently H, (C.sub.1 -C.sub.4) alkanoyl, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkenyl, (C.sub.2 -C.sub.4) alkynyl, CN, or OH, or R.sup.7 and R.sup.8 combine to form a carbocyclic ring containing four to six carbon atoms;
• R.sup.1 and R.sup.3 are independently halo or CH.sub.3 and R.sup.2 and R.sup.4 are H;
• or R.sup.3 is halo, R.sup.1 is halo or H, and R.sup.2 and R.sup.4 are H;
• or R.sup.4 is halo and R.sup.1 to R.sup.3 are H;
• A is
• (a) a C.sub.1 -C.sub.18 saturated or unsaturated hydrocarbon chain, straight chain or branched, optionally including a heteroatom selected from O, S, SO, or SO.sub.2, and optionally substituted with halo, halo(C.sub.1 -C.sub.4) alkoxy, hydroxy, or (C.sub.1 -C.sub.4) alkanoyl;
• (b) (C.sub.3 -C.sub.8) cycloalkyl or cycloalkenyl;
• (c) a phenyl group of the formula (2) ##STR16## wherein R.sup.9 to R.sup.13 are independently H,
• CN,
• NO.sub.2,
• OH,
• halo,
• (C.sub.1 -C.sub.4) alkyl,
• (C.sub.3 -C.sub.4) branched alkyl,
• (C.sub.2 -C.sub.4) alkanoyl,
• halo (C.sub.1 -C.sub.7) alkyl,
• hydroxy (C.sub.1 -C.sub.7) alkyl,
• (C.sub.1 -C.sub.7) alkoxy,
• halo (C.sub.1 -C.sub.7) alkoxy,
• (C.sub.1 -C.sub.7) alkylthio,
• halo (C.sub.1 -C.sub.7) alkylthio,
• phenyl,
• substituted phenyl,
• phenoxy,
• substituted phenoxy,
• phenylthio,
• substituted phenylthio,
• phenyl (C.sub.1 -C.sub.4) alkyl,
• substituted phenyl (C.sub.1 -C.sub.4) alkyl,
• benzoyl,
• SiR.sup.20 R.sup.21 R.sup.22 or OSiR.sup.20 R.sup.21 R.sup.22 where R.sup.20, R.sup.21, and R.sup.22 are H, a C.sub.1 -C.sub.6 alkyl group, straight chain or branched, phenyl, or substituted phenyl, provided that at least one of R.sup.20 R.sup.21, and R.sup.22 is other than H, or R.sup.11 and R.sup.12 or R.sup.12 and R.sup.13 combine to form a carbocyclic ring, provided that unless all of R.sup.9 to R.sup.13 are H or F, then at least two of R.sup.9 to R.sup.13 are H;
• (d) a furyl group of formula (3) ##STR17## wherein R.sup.14 is H, halo, halomethyl, CN, NO.sub.2, (C.sub.1 -C.sub.4) alkyl, (C.sub.3 -C.sub.4) branched alkyl, phenyl, or (C.sub.1 -C.sub.4) alkoxy,
• (e) a thienyl group of formula (4) ##STR18## wherein R.sup.15 is H, halo, halomethyl, CN, NO.sub.2, (C.sub.1 -C.sub.4) alkyl, (C.sub.3 -C.sub.4) branched alkyl, phenyl, or (C.sub.1 -C.sub.4) alkoxy;
• (f) a group of formula (5) or (5a) ##STR19## wherein R.sup.16 is H, halo, halomethyl, CN, NO.sub.2, (C.sub.1 -C.sub.4) alkyl, (C.sub.3 -C.sub.4) branched alkyl, phenyl, substituted phenyl, or (C.sub.1 -C.sub.4) alkoxy, and J is N or CH and G is O, NR.sup.19 or CH, provided that either J is N or G is NR.sup.19, where R.sup.19 is H, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkanoyl, phenylsulfonyl, or substituted phenylsulfonyl;
• (g) a group selected from
• 1-naphthyl,
• 4-pyrazolyl,
• 3-methyl-4-pyrazolyl,
• 1,3-benzodioxolyl,
• tricyclo[3.3.1.1(3,7)]dec-2-yl,
• 1-(3-chlorophenyl)-1H-tetrazol-5-yl,
• pyridyl, and
• pyridazinyl;
• where, in the foregoing definitions, the term substituted phenyl refers to phenyl substituted with up to three groups selected from halo, (C.sub.1 -C.sub.10) alkyl, branched (C.sub.3 -C.sub.6) alkyl, halo (C.sub.1 -C.sub.7) alkyl, hydroxy (C.sub.1 -C.sub.7)alkyl, (C.sub.1 -C.sub.7) alkoxy, halo (C.sub.1 -C.sub.7) alkoxy, phenoxy, phenyl, NO.sub.2, OH, CN (C.sub.1 -C.sub.4) alkanoyloxy, or benzyloxy;
• the term substituted phenoxy refers to a phenoxy group substituted with up to three groups selected from halo, (C.sub.1 -C.sub.10) alkyl, branched (C.sub.3 -C.sub.6) alkyl, halo (C.sub.1 -C.sub.7) alkyl, hydroxy (C.sub.1 -C.sub.7) alkyl, (C.sub.1 -C.sub.7) alkoxy, halo (C.sub.1 -C.sub.7) alkoxy, phenoxy, phenyl, NO.sub.2, OH, CN (C.sub.1 -C.sub.4) alkanoyloxy, or benzyloxy;
• the term substituted phenylthio refers to a phenylthio group substituted with up to three groups selected from halo, (C.sub.1 -C.sub.10) alkyl, branched (C.sub.3 -C.sub.6) alkyl, halo (C.sub.1 -C.sub.7) alkyl, hydroxy (C.sub.1 -C.sub.7) alkyl, (C.sub.1 -C.sub.7) alkoxy, halo (C.sub.1 -C.sub.7) alkoxy, phenoxy, phenyl, NO.sub.2, OH, CN (C.sub.1 -C.sub.4) alkanoyloxy, or benzyloxy;
• and
• the term substituted phenylsulfonyl refers to a phenylsulfonyl group substituted with up to three groups selected from halo, (C.sub.1 -C.sub.10) alkyl, branched (C.sub.3 -C.sub.6) alkyl, halo (C.sub.1 -C.sub.7) alkyl, hydroxy (C.sub.1 -C.sub.7) alkyl, (C.sub.1 -C.sub.7) alkoxy, halo (C.sub.1 -C.sub.7) alkoxy, phenoxy, phenyl, NO.sub.2, OH, CN (C.sub.1 -C.sub.4) alkanoyloxy, or benzyloxy;
• or an acid addition salt of a compound of formula (1) or an N-oxide of a compound of formula (1) where Y is CH;
• provided Z is CR.sup.7 R.sup.8 if A is a group described in paragraph (d), (e), or (f);
• and provided that Z is S, SO, or SO.sub.2 if A is a group described in paragraph (a);
• provided that the first and second fungicide are each present in an amount that contributes to the fungicidal activity of the composition.