LV10362B - Struggle method against phytopathogenyc microorganisms - Google Patents

Abstract

The innovation relates to new 3-phenyl-4-cyanpyrol derivation with the general formula:<IMAGE>where X has one of the following meanings: a: hydrogen or CO-R1 group, where R1 is C1-C6 alkyl group, unsubstituted or substituted with halogen atom or C1-C6 alkoxy group; or also a C3-C6 alkenyl group, C3-C6 alkynyl group; or also C1-C6 alkoxy group; or also a C3-C6 alkenyl oxy group, C3-C6 cycloalkyl group, or tetrahydrofur-2-ilgroup. b: S-R2, where R2 is C1-C3 halogenoalkyl group; c: CH(Y)R3 where R3 is hydrogen or C1-C3 halogenoalkyl group, but Y is hydroxyl group, halogen atom or -OC(O)R4 where R4 is C1-C8 alkyl group; C1-C8 halogen-alkyl group, C2-C6 alkenyl group, tetrahydrofur-2-ilgroup, tetrahidropiran-2-ilgroup or C1-C6 alkoxy-carbonyl group, d: CH2-Z where Z is one of the groups<IMAGE>whereas in these formulas each of R5 and R6 independently from each other is a hydrogen, C1-C6 alkyl group that can be substituted or unsubstituted with cyan group or C1-C6 alkoxy-carbonyl group; or also there is a C3-C6 alkenyl group, C3-C6 alkynyl group, C3-C6 cycloalkynyl group; or also a phenyl group which is unsubstituted or substituted with halogen group, C1-C6 alkyl group, C1-C6 halogenoalkyl group and/or C1-C6 alkoxy group under a condition that only R5 and R6 can be hydrogen; each of R7 and R8 independently from each other a hydrogen, C1-C6 alkyl group. C1-C6 alkoxy-carbonyl group, or they both make a condensed redolent ring; each of R9-R10 independently from each other a hydrogen, C1-C6 alkyl group or C1-C6 alkoxy-carbonyl group, but X is oxygen or sulphur atom, >C=O group or >N-R11 group where R11 is hydrogen, C1-C6 alkyl group, formyl group, C1-C6 alkanoyl group or C1-C6 alkoxy-carbonyl group: n is 0 or 1. New substances are valid in fighting against harmful microorganisms, especially with phytopathogenic fungus. They along with corresponding additives can be used in form of compositions, and they are good for protection of cultivated plants from influence of harmful microorganisms.

Description

X has one of the following meanings:

a: hydrogen or CO-R 4 where R ₃ is C ₁ -C ₈ alkyl, unsubstituted or substituted by halogen or C 1-4 alkoxy; or it is a Gj-Cgalkēnilgnjpa, C ₃ -C _e alklnilgnjpa; or also C ^ -Cgaikoksigrupa, unsubstituted or substituted by halogen or C ₁ ~ C ₃ alkoxy: or ad -Cgalkēniloksigrupa C _3, C ₃ -C ₈ cycloalkyl or tetrahidrotur-2-llgrupa.

b: SR ₂ , wherein R ₂ is C 1-6 haloalkyl;

c: CH (Y) R ₃ where R ₃ is hydrogen or C 1 -C 8 haloalkyl, and Y is hydroxy, halogen or -OC (O) R _4> wherein R ₄ is C ₁ -C ₆ alkyl; C _t -C ₈ haloalkyl, C ₂ 'C _{e l} tetrahidrofur'2'ilgnjpa alkenyl, tetrahidropirSn-2-ilgnjpa or

_Cl-C8 alkoxycarbonyl, d: CH ₂ -Z, wherein Z is &lt;

wherein in each of these formulas each

R _s and R $ are independently hydrogen, Cl-alkyl which may be unsubstituted or substituted by ci & ngrupu or C _t * C ₈ -alkoxycarbonyl, or are C ₃ ~ C _e aikēnilgrupa, C ₃ -C ₈ alkInHgrupa, C ₃ -C ₈ ciWoalkyl; or also phenyl which is unsubstituted or substituted with haiogēngrupu, Cl-C _e alkyl, C ₁ -C _e haloalkyl and / or C ^ Cgalkoksigrupu, provided that Ukai

R ₅ and R ₆ may be hydrogen; each of

R ₇ and R _{8 are each} independently hydrogen, C ₁ -C ₆ alkyl, C ₁₀ -C ₆ alkoxycarbonyl, or together form a fused aromatic ring; each of

R ₃ and R ₁₀ independently of one another are hydrogen, C 1 -C 8 alkyl or C 1 -C 8 alkoxycarbonyl, but

X is oxygen or sulfur,> C = O or> NR _t1 , wherein

R ,, is hydrogen, C ^ -Cgalkilgrupa.lormilgrupa, C _t * Cgalkanoūgnjpa or Cl-Cgalkoksikarbonilgfupa;

n is 0 or 1.

New sites Suitable for combating harmful microorganisms, especially htopathogenic fungi They can be used in combination with appropriate target additives and are useful for protecting crops from harmful microorganisms.

the application has been adopted in compliance with the decision of the Council of Ministers of the Republic of Latvia of 28 February 1992

No. 72 (USSR Pat. No. 420308305, Filing Date 11081987 Issue No. 40287454) 4, Filing Date 18.12.1966)

Claims (4)

1. A method of controlling phytopathogenic microorganisms or protecting crops from said microorganisms comprising treating a plant, plant part or infectious compound with a compound having a bactericidal activity, other than using 3-phenyl as the active compound. A -4-cyanopyrrole derivative of the general formula I wherein X has one of the following meanings: A; hydrogen or CO-Rj, wherein R ₂ is C ₁ -C ₈ -alkyl, unsubstituted or substituted by halogen or C ₁ -C ₃ -alkoxy; or is also C ₃ -C ₆ -alkenyl, C ₃ -C ₆ -alkynyl; or also C _r C ₆ alkoxy, unsubstituted or substituted by halogen or C _r C ₃ -alkoxy; or C ₃ -C ₆ -alkenyloxy, C ₃ -C ₆ -cycloalkyl, or tetrahydrofur-2-yl. B: SR ₂ where R ₂ is C _r C ₃ haloalkyl; C: CH (Y) R _3, where R ₃ is hydrogen or Cj-Cg-haloalkyl, and Y is hydroxy, halogen or -OC (O) R4 where R4 is C _r C ₈ alkyl; Cl-C ₈ haloalkyl, C ₂ -C ₆ -alkenyl tetrahidrofur-2-yl, tetrahydropyran-2-yl or C _r C ₆ alkoxycarbonyl, D CH2-Z, where Z is one of the groups wherein these formulas, each of R ₅ and R ^ each independently are hydrogen, C _r C ₆ alkyl unsubstituted or substituted by cyano or C ₁ -C ₆ -alkoksikarbonilgrupu ; or is also C ₃ -C ₆ -alkenyl, C ₃ -C ₆ -alkynyl; C ₃ -C ₇ -cycloalkyl; or also phenyl, unsubstituted or substituted with halo, C _r C ₆ alkyl, C _r C ₆ halogenalkigrupa and / or Ci-C ₆ -alkoxy, provided that only R ₅ and R ^ can be hydrogen; each of R ₇ and R ₈ are each independently hydrogen, C ₁ -C ₆ alkyl or C _r C ₆ -alkoksikarbonilgrupa, or together they form a fused aromatic ring; each of R ₉ and Rj ₀ are each independently hydrogen, C _r C ₆ alkyl or C ₂ -C ₆ -alkoksikarbonilgrupa and X is oxygen or sulfur ^ C ^ = O or N-R n, where R _s is hydrogen, C _r C ₆ alkyl, formyl, Cj-C ^ alkanoyl or C _r C ₆ -alkoksikarbonilgrupa; n is 0 or 1. A process for seed dressing and cuttings treatment for protecting them against fungal microorganisms according to claim 1, which comprises applying to said seeds and cuttings 3- (2,2-difluorobenzodioxol-4-yl) -4-cyanopyrrole. 3. The method of preserving plant and animal products and protecting them from harmful microorganisms according to claim 1, which comprises treating the specified products with 3- (2,2-difluorobenzodioxol-4-yl) -4-cyanopyrrole. bactericides in effective concentrations. 4. The method of claims 1-3, wherein said microorganisms are phytopathogenic fungi.