Abstract:
PROBLEM TO BE SOLVED: To provide 2-phenoxymethylbenzoyl isocyanide and a method for production of the same which is an intermediate for production of E-oxime ether of a phenyl glyoxylic acid ester useful as a plant protective. SOLUTION: This method produces the 2-phenoxymethylbenzoyl isocyanide of formula (VI) by producing a 2-phenoxymethyl benzoic acid of formula (IV) from a phenolic compound of formula (II) and a lactone of formula (II), reacting the product with phosgene or the like to obtain corresponding benzoyl chloride and then subjecting to a cyanization. (X and Y are each a halogen atom, a 1-4C alkyl group or the like, m is an integer of 0 to 4 and n is an integer of 0 to 3).
Abstract:
PROBLEM TO BE SOLVED: To provide a method for easily producing an E-oxime ether isomer of a phenylglyoxylic ester. SOLUTION: The method for producing the E-oxime ether represented by formula (I) (wherein, X and Y are each a halogen, a 1-4C alkyl, a 1-4C alkoxy, trifluoromethyl, and a 1-1-5C alkyl-(2-5C alkenyl)-hydroxyimino-1-5C alkyl-(2-5C alkenyl)-hydroxyimino; (m) is an integer of 0-54; (n) is an integer of 0-53) is characterized by converting the E-oxime ether represented by formula (IIa) (wherein, substituents are the same as defined above) to a salt by using a base in the presence of an organic diluent and reacting the product with a methylation agent of CH 3 (wherein, X is Cl, Br, or the like). COPYRIGHT: (C)2003,JPO
Abstract:
PROBLEM TO BE SOLVED: To obtain the subject new compound being an intermediate useful for producing E-oxime ether of phenylglyoxylic acid ester, comprising a specific ketocarboxylic acid ester-dimethyl ketal. SOLUTION: This compound is shown by formula (X and Y are each a halogen, a 1-4C alkyl or the like; (m) is 0-4; and (n) is 0-3). The compound of formula I is obtained by treating a phenol of formula II with a base in the presence of a diluent into a phenolate, mixing the phenolate with a lactone of formula III, volatilizing the diluent, melting the mixture into a melt at 50-250 deg.C, dissolving the melt in a flow state in water, acidifying the solution to give a 2- phenoxymethylbenzoic acid of formula IV, reacting the compound with phosgene, etc., to give a 2-phenoxymethylbenzoyl chloride of formula V, reacting the compound with an alkali metal cyanide in the presence of prussic acid to give a 2-phenoxymethylbenzoyl cyanide of formula VI and reacting the compound with methanol in the presence of an acid.
Abstract:
PROBLEM TO BE SOLVED: To provide a new halomethylbenzoyl cyanide industrially useful as an important intermediate product for the synthesis of a plant protection agent. SOLUTION: The halomethylbenzoyl cyanide expressed by formula I' is produced by the reaction of a halomethylbenzoyl chloride with an alkali metal cyanide or a transition metal cyanide. In the formula, X is a halogen atom, a 1-4C alkyl, a 1-4C alkoxy, trifluoromethyl, -C(1-5C alkyl)=N-O-(1-5C alkyl) or -C(1-5C alkyl)=N-O-(2-5C alkenyl); m is 0-4; and Y is chloromethyl or bromomethyl. COPYRIGHT: (C)2006,JPO&NCIPI
Abstract:
The invention relates to a method for producing o-chloromethyl benzenecarbonyl chlorides of formula (I), wherein R -R can be the same or different and stand for hydrogen, C1-C4-alkyl, halogen or trifluoromethyl, by converting benzocondensed lactones of formula (II), wherein R -R have the aforementioned meaning, with gaseous or liquid phosgene and the dimers or trimers thereof. The inventive method is characterised in that the conversion is carried out in the presence of catalytical amounts of a Lewis acid and catalytical amounts of a phosgenation catalyst.
Abstract:
The present invention relates to a crystalline form of 2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1-(2H)-pyrimidinyl]-4-fluoro-N-[[methyl-(1-methylethyl)amino]sulphonyl]benzamide. The invention also relates to a method for preparing this crystalline form and to formulations for crop protection which comprise this crystalline form of the phenyluracil.
Abstract:
The invention relates to a method for producing o-chloromethyl benzoic acid chlorides of formula (I), in which R to R can be the same or different and represent hydrogen C1-C4 alkyl, halogen or trifluoromethyl, by reacting benzo-condensed lactones of formula (II), in which R to R have the above-mentioned meaning, with thionyl chloride. The inventive method is characterized in that the reaction is carried out in the presence of catalytic quantities of a Lewis acid and in the presence of catalytic quantities of a phosphine derivative.
Abstract:
The invention relates to a method for producing o-chloromethyl benzoic acid chlorides of formula (I), in which R to R can be the same or different and represent hydrogen C1-C4 alkyl, halogen or trifluoromethyl, by reacting benzo-condensed lactones of formula (II), in which R to R have the above-mentioned meaning, with thionyl chloride. The inventive method is characterized in that the reaction is carried out in the presence of catalytic quantities of a boric acid, boric acid anhydride, borate, boronic acid or boronic acid ester and in the presence of catalytic quantities of a quaternary ammonia salt.
Abstract:
The invention relates to a method for the production of 3-phenyl(thio)uracils and dithiouracils of formula I, wherein the variables have the meanings cited in the description, characterized in that carbamates of formula II, wherein variables X1, X3, Ar and A have the above-mentioned meanings and L1 represents a nucleophilically displaceable nucleofuge, can be reacted with enamines of formula III, wherein variables X2, R1, R2 and R3 have the above-mentioned meanings and L2 represents a nucleophilically displaceable nucleofuge. The invention also relates to intermediate products for the production thereof.