KR840005320A - Method for preparing bactericidal N-phenylcarbamate and sterilization composition containing the same - Google Patents

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Method for preparing bactericidal N-phenylcarbamate and sterilization composition containing the same

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Claims (7)

Formula of effective amount for sterilization as active ingredient A bactericidal composition containing N-phenylcarbamateized inert carrier or diluent of X and Y in the above formula, the same or different, halogen atom, lower alkyl group, lower alkenyl group, lower cyanoalkenyl group, lower alkynyl group , A lower alkoxy group, a cyano group, or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano or a general formula: [(Wherein R ³ is lower alkyl group, lower alkenyl group, lower alkynyl group or lower haloalkyl group, R ⁴ and R ⁵ are the same or different and are each lower alkyl group, R ⁶ is hydrogen atom or lower alkyl group n is 2, 3 or 4); Z is hydrogen atom, fluorine atom or a general formula: -OR ⁷ wherein R ⁷ is substituted with at least one member selected from the group consisting of lower alkyl group, lower alkenyl group, lower alkynyl group or halogen, lower alkoxy and lower cycloalkyl Lower alkyl group); A is an oxygen atom or a sulfur atom; R ¹ is C ₁ -C ₈ alkyl group, C ₃ -C ₈ alkenyl group, C ₃ -C ₈ alkynyl group, lower cycloalkyl group, lower haloalkenyl group, lower haloalkynyl group or halogen, cyano, lower alkoxy, A lower alkyl group substituted with at least one member selected from the group consisting of lower alkenyloxy, lower haloaloxy, phenoxy, lower aralkyloxy, phenyl and lower cycloalkyl; And R ² is cyano group, lower alkyl group, lower alkenyl group, lower alkynyl group, lower cycloalkyl group, lower haloalkenyl group or halogen, cyano, lower alkoxy, lower alkoxycarbonyl, lower alkylcarbonyl, phenoxycarbonyl (Phenoxy is optionally substituted with at least one member selected from the group consisting of halogen, cyano, nitro, trifluoromethyl, lower alkyl and lower alkoxy), lower cycloalkyl, phenoxy (phenoxy with at least one alkyl Optionally substituted) and heteroaryl (heteroaryl is optionally substituted with at least one halogen and / or at least one alkyl) lower alkyl, phenyl, or halogen, cyano, nitro substituted with at least one member selected from the group Phenyl and aralkyl groups substituted with at least one member selected from the group consisting of trifluoromethyl, lower alkyl and lower alkoxy (aralkyl is Is also optionally substituted with one halogen and / or at least one alkyl) or the formula: -COR ⁸ or -Si (R ⁹⁾ ₃ (from gastroesophageal R ⁸ is a lower alkyl group, lower alkenyl, lower alkynyl, lower cycloalkyl At least one member selected from the group consisting of alkyl groups, lower haloalkenyl groups or halogen, cyano, lower alkoxy, lower cycloalkyl and phenoxy (phenoxy is optionally substituted with at least one halogen and / or at least one alkyl) A lower alkyl group, a phenyl group or a phenyl group or an aralkyl group substituted with at least one member selected from the group consisting of halogen, cyano, nitro, trifluoromethyl, lower alkyl and lower alkoxy (aralkyl is at least one halogen and / Or optionally substituted with at least one alkyl) and R ₆ is a lower alkyl group, a lower alkoxy group or a halogen atom. The bactericidal composition according to claim 1, wherein the bactericidal composition contains a benzimidazolethiophanate disinfectant and / or a cyclic imide disinfectant. The method of claim 2, wherein the benzimidazolethiophanate fungicide is methyl 1- (butylcarbamoyl) benzimidazol-2-ylcarbamate, 2- (2-furyl) benzimidazole, 2- (4- Thiazolyl) benzimidazole, methylbenzimidazole-2-ylcarbamate, 1,2-bis (3-ethoxycarbonyl-2-thioureido) benzene 1,2-bis (3-ethoxy Carbonyl-2-thioureido) benzene, 2- (O, S-dimethylthiophosphoryl amino) -1- (3'-methoxycarbonyl-2'-thioureido) benzene or 2- ( O, O-dimethylthiophosphoryl amino) -1- (3'-methoxycarbonyl-2'-thioureido) benzene and the above-mentioned cyclic imide disinfectant is 3- (3 ', 5 '-Dichlorophenyl) -1,2-dimethylcyclopropane-1,2-dicarboxyamide, 3- (3', 5'-dichlorophenyl) -1-isopropyl carbamoylimidazolidine-2,4 -Dione, 3- (3 ', 5'-dichlorophenyl) -5-methyl-5-vinylloxazolidine-2,4-dione or ethyl (RS) -3- (3', 5'-dichlorophenyl) -5-methyl-2,4-dioxoxa A bactericidal composition that is a zolidine-5-carboxylate. Formula of effective amount for sterilization: A method of inhibiting phytopathogens by using at least one of N-phenylcarbamates of phytopathogens, wherein X, Y, Z, A, R ¹ and R ² are as defined in claim 1. The method of claim 5, wherein the phytopathogen is a drug resistant strain. Formula of effective amount for sterilization: Of N- phenylcarbamate and benzimidazole thio wave carbonate fungicides and / or cyclic inhibits the plant pathogen by using a mixture of imide fungicide way, in the gastroesophageal X, Y, Z, AR ¹ and R ² are the As defined in paragraph 1. (a) Formula: N-phenylcarbamate of R ² -W or (R ⁸ CO) ₂ 0 halide or acid anhydride or (b) Aniline derivatives of the general formula: Formula of reacting with chloroform acid of: Method for producing N-phenylcarbamate Wherein X and Y are the same or different and are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, or a group consisting of halogen, hydroxy and cyano A lower alkyl group substituted with at least one member selected from, or general formula: (Wherein R ³ is a lower alkyl group, a lower alkenyl group, a lower alkynyl group, or a lower haloalkyl group, R ⁴ and R ⁵ are the same or different and each is a lower alkyl group, R ⁶ is a hydrogen atom or a lower alkyl group and n is 2, 3 or 4); Z is a fluorine atom or a general formula: OR ⁷ (wherein R ⁷ is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl) A is an oxygen atom or a sulfur atom; R ¹ is a C ₁ -C ₈ alkyl group, C ₃ -C ₈ alkenyl group, C ₈ -R ² alkynyl group, lower cycloalkyl group, lower haloalkenyl group, lower haloalkynyl group or halogen, cyano, lower alkoxy, A lower alkyl group substituted with at least one member selected from the group consisting of lower alkenyloxy, lower haloalkoxy, phenoxy, lower aralkyloxy, phenyl and cycloalkyl group; R ² is a cyano group, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group or a halogen, a cyano lower alkoxy, a lower alkoxycarbonyl, a lower alkylcarbonyl, a phenoxycarbonyl (phenoxy Optionally substituted with at least one member selected from the group consisting of cyanone halogen, cyano, nitro, trifluoromethyl, lower alkyl and lower alkoxy), lower cycloalkyl, phenoxy (phenoxy is at least one halogen and / or at least Optionally substituted with one alkyl) and heteroaryl (heteroaryl is optionally substituted with at least one halogen and / or at least one alkyl) lower alkyl, phenyl or halogen, cyano substituted with at least one member selected from the group consisting of: Substituted with at least one member selected from the group consisting of nitro, trifluoromethyl, lower alkyl and lower alkoxy Group, or an aralkyl group (the aralkyl is optionally substituted with at least one halogen and / or at least one alkyl) or the formula: -COR ⁸ or -Si (R ⁹⁾ ₃ [wherein, R ⁸ is a lower alkyl group, Lower alkenyl, lower alkynyl, lower cycloalkyl, lower haloalkenyl, or halogen, cyano, lower alkoxy, lower cycloalkyl and phenoxy (phenoxy is optionally selected from at least one halogen and / or at least one alkyl) A lower alkyl group, phenyl group substituted with at least one member selected from the group consisting of phenyl or aralkyl groups substituted with at least one member selected from the group consisting of halogen, cyano, nitro, trifluoromethyl, lower alkyl and lower alkoxy Aralkyl is optionally substituted with at least one halogen and / or at least one alkyl) and R ⁹ is a lower alkyl group, a lower alkoxy group or a halogen atom. And W is halogen. ※ Note: The disclosure is based on the initial application.