Abstract:
NEW MATERIAL:The compound of formula I (X and Y are halogen; R is H, alkyl, cycloalkyl, alkenyl or alkynyl; R is H, alkyl, alkenyl or alkynyl; R and R are H or lower alkyl). EXAMPLE:1-Methyl-3-(2'-fluoro-4'-chloro-5'-methoxyphenyl)-5-isopropyli denehyda ntoin. USE:A herbicide exhibiting especially excellent herbicidal effect by the application before sprouting or in the young sprout stage of weeds. PREPARATION:The compound of formula I can be produced e.g. by reacting a compound of formula II successively with compounds of formula R Z and formula R Z (Z is eliminable group) in the presence of a base preferably in an organic solvent. The starting compound of formula II is obtained by treating a compound of formula III (R is lower alkyl or aralkyl) in the presence of a base, thereby removing carbonate group.
Abstract:
PURPOSE:To readily produce a fluorine-containing unsaturated carbon compound to be a raw material for fluorine-containing polymers, by reacting a readily available polyfluoroalkyl iodide with a terminal acetylene in the presence of a palladium catalyst and base. CONSTITUTION:A polyfluoroalkyl iodide expressed by formula I (R and R are H, halogen or polyfluorocarbon), e.g. perfluorooctyl iodide, etc., is reacted with a terminal acetylene expressed by formula II (R is H, alkyl, alkenyl, aryl, aralkyl or silyl), e.g. 1-hexyne, etc., in the presence of a palladium catalyst, particularly preferably a palladium complex, e.g. dichlorobis(triphenylphosphine) palladium, etc., and a base, e.g. alkali metal hydride, triethylamine, etc., to afford the aimed fluorine-containing unsaturated compound expressed by formula III, e.g. 2-butyl-1-perfluorooctyl-1-octen-3-yne, etc.
Abstract:
NEW MATERIAL:An oxazolidinedione derivative of formula I (R -R are H, halogen, NO2, alkyl, alkoxy, alkenyloxy, alkynyloxy or cyclo-alkylox0y; R and R are H, alkyl, aryl or together form a polymethylene chain). EXAMPLE:3-(4'-Chlorophenyl)-5-isopropylidene-1,3-dioxazolidine-2-,4-di one. USE:A herbicide having high selectivity and strong herbicidal activity against weeds. PREPARATION:The compound of formula I can be produced by reacting an aryl isocyanate or carbamoyl chloride of formula II (Y is isocyanato or chlorocarbamoyl) with a beta, gamma-unsaturated-alpha-hydroxycarboxylic acid ester of formula III and treating the resultant carbamic acid ester of formula IV with a base in an organic solvent.
Abstract:
NEW MATERIAL:A compound shown by the formula I (R and R are H, alkyl, alkenyl, aralkyl, or oxygen-containing heterocyclic group; X is F, alkoxy, aryloxy, alkylthio, arylthio, or amino). EXAMPLE:5-Fluoro-6-phenylaminouracil. USE:An antitumor agent. PREPARATION:A 5-fluoro-6-chlorouracil derivative shown by the formula II is reacted with a compound shown by the formula MX at 0-150 deg.C to give a compound shown by the formula I. When M is H, preferably the reaction is carried out in the presence of a base such as alkaline (earth) metal hydride, alkaline (earth) metal hydroxide, alkaline (earth) metal carbonate, amine, pyridine, etc.
Abstract:
PURPOSE: To obtain the titled compds. useful as a raw material for 5-oxo-3,3- dimethylpentanoic esters easily at a low cost, by reacting a 3,3-dimethyl-4- pentenoic ester with a carboxylic acid in the presence of a Pd catalyst and O 2 . CONSTITUTION: A 3,3-dimethyl-4-pentenoic ester expressed by formula I (R is alkyl) and a carboxylic and expressed by formula II (R 1 =R) such as acetic acid are reacted in the presence of a Pd catalyst such as palladium acetate under 0.2W100atm partial pressure of O 2 at room temp. W 150°C to give a 5-acyloxy-3,3-dimethyl-4-pentenoic ester expressed by formula III and 5,5- diacyloxy-3,3-dimethylpentanoic ester expressed by formula IV. The products are acetalized, and are subjected to deprotecting reaction to obtain the aimed 5-oxo-3,3-dimethylpentanoic ester such as a compound, expressed by formula V, and known as a raw material for inspecticides such as permethrin easily at a low cost. COPYRIGHT: (C)1986,JPO&Japio
Abstract:
PURPOSE: To obtain the titled compound economically, by isomerizing the corresponding ethylene oxide derivative to an aryl acetaldehyde in the presence of a specific metal salt or complex salt, and reacting with an alcohol in the presence of the above salt or complex salt. CONSTITUTION: The objective compound of formula I useful as an intermediate of perfumery, agricultural chemicals or pharmaceuticals is produced from a raw material available easily in an industrial scale, in a short time at a low temperature, by isomerizing the salt or complex salt of formula III (M is IB-. IIA-, IIB- or VIII-group metal; L is ligand; Y is base conjugated with Broensted acid; m is integer of 0W4; n is 1, 2 or 3) at 0W300°C, preferably room temperatureW100°C, and reacting the resultant compound of formula IV with the compound of formula V (R 2 is alkyl or two R 2 groups together form ethyl ene or polymethylene which may have substituent group) in the presence of the above salt or complex salt. COPYRIGHT: (C)1986,JPO&Japio
Abstract:
PURPOSE: To obtain the titled compound useful as a raw material for synthesis of various compounds in high yield, by hydroformylating a monofluoroethylene in the presence of a catalyst of group VIII metal in the periodic table such as readily available hexarhodium hexadecacarbonyl. CONSTITUTION: A monofluroroethylene expressed by formula I is hydroformylated using a group VIII metal in the peroidic table (cobalt and rhodium are especially preferably) as a catalyst (example; tetracarbonylcobalt hydride, etc.) under ordinary pressure W300atm of carbon monoxide and hydrogen at room temperature W300°C to obtain 2-fluoropropanol expressed by formula II. The amount of the catalyst to be used is within 1/10W1/10 6 mol range based on the monofluoroethylene. COPYRIGHT: (C)1986,JPO&Japio
Abstract:
NEW MATERIAL:A 5-fluoro-6-chlorouracil derivative shown by the formula I (R is H, alkyl, or aralkyl). EXAMPLE:5-Fluoro-6-chlorouracil. USE:An intermediate for a 5-fluorouracil derivative useful as a carcinostatic drug. PREPARATION:A 5-fluorobarbituric acid derivative shown by the formula II is reacted with phosphorus oxychloride to obtain a 5-fluoro-6-chlorouracil derivative shown by the formula I . The compound shown by the formula II is easily obtained by reacting a fluoromalonic diester with an unsubstituted or substituted urea.