Fungicidal Substituted 1--1H-[1,2,4]triazole Compounds

A compound of formula I

• wherein:
• X1, X2 independently of each other are selected from halogen;
• R1 is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, phenyl, phenyl-C1-C4-alkyl, phenyl-C2-C4-alkenyl or phenyl-C2-C4-alkynyl;
• R2 is C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, phenyl, phenyl-C1-C4-alkyl, phenyl-C2-C4-alkenyl or phenyl-C2-C4-alkynyl;
• wherein the aliphatic moieties of R1 and/or R2 may carry 1, 2, 3 or up to the maximum possible number of identical or different groups Ra which independently of one another are selected from the group consisting of halogen, CN, nitro, C1-C4-alkoxy and C1-C4-halogenalkoxy;
• wherein the cycloalkyl and/or phenyl moieties of R1 and/or R2 may carry 1, 2, 3, 4, 5 or up to the maximum number of identical or different groups Rb which independently of one another are selected from:
• Rb is selected from the group consisting of halogen, CN, nitro, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenalkyl and C1-C4-halogenalkoxy;
• or an N-oxide or an agriculturally acceptable salt thereof.

A compound of formula XII, VIII or X1

• wherein
• X1, X2 independently of each other are selected from halogen;
• R1 is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, phenyl, phenyl-C1-C4-alkyl, phenyl-C2-C4-alkenyl or phenyl-C2-C4-alkynyl;
• R2 is C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C4-alkyl, phenyl, phenyl-C1-C4-alkyl, phenyl-C2-C4-alkenyl or phenyl-C2-C4-alkynyl;
• wherein the aliphatic moieties of R1 and/or R2 may carry 1, 2, 3 or up to the maximum possible number of identical or different groups Ra which independently of one another are selected from the group consisting of halogen, CN, nitro, C1-C4-alkoxy and C1-C4-halogenalkoxy;
• wherein the cycloalkyl and/or phenyl moieties of R1 and/or R2 may carry 1, 2, 3, 4, 5 or up to the maximum number of identical or different groups Rb which independently of one another are selected from:
• Rb is selected from the group consisting of halogen, CN, nitro, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenalkyl and C1-C4-halogenalkoxy;
• with the exception of
• 1) compounds VIII and X1, wherein X1 and X2 are Cl and R1 is selected from the group consisting of CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH(CH2CH3)2, C(CH3)3, CH2CH(CH3)2, CH2CH2CH2CH2CH3, CH2CH2CH2CH2CH2CH3, CH═CH2, CH═CHCH3, CH2CH═CH2, C(CH3)═CH2, CH═CHCH2CH3, CH2CH═CHCH3, CH2CH2CH═CH2, CH(CH═CH2)2, CH═C(CH3)2, CH═CHCH2CH2CH3, CH═CHCH2CH2CH2CH3, CH═CHC(CH3)3, C≡CH, C≡CCH3, C≡CCH2CH3, CH2C≡CCH3, CH2CH2C≡CH, CH(C≡CH)2, C≡CCH2CH2CH3, C≡CCH(CH3)2, C≡CCH2CH2CH2CH3, C≡CC(CH3)3, C3H5 (cyclopropyl), 1-Cl-cyclopropyl, 1-F-cyclopropyl, C4H7, C6H11 (cyclohexyl), CH2—C3H5, CH2CN, CH2CH2CN, CH2C(CH3)═CH2, C5H9 (cyclopentyl), CH(CH3)CH2CH3, CH2C≡CH, CH2C≡CCH2CH3, CH(CH3)C3H5, 1-Methyl-cyclopropyl, 1-CN-cyclopropyl and CH(CH3)CN;
• and
• 2) compounds VIII and X1, wherein X1 and X2 are Cl and R1 is a moiety AR1
• wherein:
• # denotes the attachment point to formula VIII,
• X is C1-C4-alkanediyl, C2-C4-alkynediyl or a bond;
• R is halogen, CN, nitro, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenalkyl or C1-C4-halogenalkoxy;
• n is an integer and is 0, 1, 2, 3, 4 or 5;
• and
• 3) compounds VIII and X1, wherein X1 is Cl or F and X2 is Cl and R1 is CH3;
• and
• 4) compounds VIII and X1, wherein X1 is Cl or F and X2 is Cl and R1 is CH2OCH3;
• and
• 5) compounds VIII and X1, wherein X1 and X2 are Cl and R1 is CH═CHC6H5, CH═CH(4-Cl—C6H4), CH═CH(2,4-Cl2—C6H3), CH═CH(2,6-Cl2—C6H3), CH═CH(4-CH3—C6H4), CH═CH(4-OCH3—C6H4), CH═CH(3,4-Cl2-C6H3), CH═CH(2-F—C6H4), CH═CH(4-NO2—C6H4), CH═CH(2-NO2—C6H4), CH═CH(2-C1-C6H4), CH═CH(4-F—C6H4) or CH═CH(4-C2H5—C6H4);
• and
• 6) compounds VIII and X1, wherein X1 and X2 are Cl and R′ is CH2F, CH2CCl2CHCl2, CH(OCH3)2, CH2C≡CH, CH2C(Br)═CHBr, CH2CCl═CHCl or CHF(CH3).