COMPOUNDS OF SUBSTITUTED PYRAZOLE CONTAINING PYRIMIDINYL, PRODUCTION AND USE THEREOF Russian patent published in 2019 - IPC A01N43/54 C07D403/12 C07D487/04 C07D513/04 C07D495/04 A01N43/90 A01P3/00 A01P5/00 A01P7/02 A01P7/04 

FIELD: chemistry.

SUBSTANCE: invention relates to novel substituted pyrazoles containing pyrimidinyl, of general formula I, which have a wide range of fungicidal, insecticidal and acaricidal activity. In formula I

R₁ is selected from H, halogen, C₁-C₆alkyl, halogen C₁-C₆alkyl, C₃-C₆cycloalkyl, C₁-C₆alkoxy, halogen C₁-C₆alkoxy; R₂ is selected from H, halogen, nitro, amino, CHO, C₁-C₆alkyl, halogen C₁-C₆alkyl, C₁-C₆alkoxy or halogen C₁-C₆alkoxy; R₁, R₂ and a pyrimidine ring conjugated therewith, can also form a five-member ring or a six-member ring which can contain a carbon atom, or a sulfur atom in addition to carbon atoms; X is selected from NR₃; Y is selected from O; R₃ is selected from H, C₁-C₆alkyl; R₄, R₅ can be identical or different, are selected from H, halogen, respectively; R₆, R₇ can be selected from H; integer m is selected from 0 to 4; R₈ is selected from H; R₉ is selected from H; R₁₀ is selected from C₁-C₆alkyl, C₃-C₆cycloalkyl, halogen C₁-C₆alkyl, unsubstituted or additionally substituted five-member heteroaryl containing a nitrogen atom and a sulfur atom or 2 nitrogen atoms in the ring, and the five-member heteroaryl ring can be optionally substituted with 1–2 R₁₁ groups, unsubstituted or additionally substituted phenyl, optionally substituted with 1–5 R₁₁ groups; R₁₁ is selected from halogen, cyano, nitro, C₁-C₆alkyl, halogen C₁-C₆alkyl, C₁-C₆alkoxy, halogen C₁-C₆alkoxy, C₁-C₆alkylcarbonyl; C₁-C₆alkoxycarbonyl; R₁₂, R₁₃ can be identical or different, are selected from H, C₁-C₆alkyl or halo C₁-C₆alkyl respectively; W is selected from H, halogen, C₁-C₆alkyl, halogen C₁-C₆alkyl, C₃-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆alkylthio or C₁-C₆alkylsulphonyl; where binding point Y with pyrazole ring is position 3, position 4 or position 5; wherein when Y is bonded at pyrazole position 3, R₈ is in position 4, R₉ is in position 5; when Y is bonded at pyrazole position 4, R₈ is in position 3, R₉ is in position 5; when Y is bonded at pyrazole position 5, R₈ is in position 3, R₉ is in position 4. Invention also relates to agriculturally acceptable salts of compounds of general formula I, selected from 1A, I-1B, I-1C, I-1F, I-1G, I-2A, I-2B, I-2C, I-2F, I-2G, I-3A, I-3B, I-3C, I-3F, I-3G, with hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulphonic acid, p-toluenesulphonic acid, benzoic acid, alizarinic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid. Method of producing compounds of formula I is carried out by reacting compounds II and III according to scheme

,

where the radicals have the values given above, in the presence of a base selected from potassium hydroxide, sodium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate, triethylamine, pyridine, sodium methoxide, sodium ethoxide, sodium hydride, potassium tert-butoxide or sodium tert-butoxide and a solvent selected from tetrahydrofuran, 1,4-dioxane, acetonitrile, toluene, xylene, benzene, DMF, N-methylpyrrolidine, DMSO, acetone or butanone.

EFFECT: compounds can be used for agriculture and have strong control effect on powdery downy mildew of cucumbers, powdery mildew of wheat, maize rust, rice blight, anthracnose of cucumbers, etc.

8 cl, 135 tbl, 9 ex