Abstract:
PROBLEM TO BE SOLVED: To provide a method for efficiently producing an organic compound of which halogen atoms are substituted with nucleophilic agent by allowing the halogen compound having the halogen atom that is connected to the carbon atoms forming the σ bond with four atoms in the molecule to react with a nucleophilic agent. SOLUTION: In the presence of a compound represented by general formula (1) (wherein Z - is an anion represented by the form that proton is removed from an inorganic acid or an active hydrogen compound; R is a 1-10C hydrocarbon group or Rs may bond each other to form a ring together with N atom), a compound represented by general formula (2): MQa [wherein M is an alkali metal atom, an alkaline earth metal atom or a rare earth metal atom; Q is a residual group after proton(s) are removed from an inorganic acid or an active hydrogen bearing compound; and a is an integer of 1-3] and an organic halogen compound are allowed to react each other whereby at least one of halogen atom is substituted with Q and a Q-bearing organic compound is obtained. COPYRIGHT: (C)2005,JPO&NCIPI
Abstract:
PROBLEM TO BE SOLVED: To simply obtain the subject compound useful as the intermediate of a cyanide coupler for color photography in high purity. SOLUTION: This method for producing the 2,4-dichloro-3-ethyl-6-nitrophenol of formula I comprises sulfonating 4-chloro-3-ethylphenol of formula II with fuming sulfate (28-65% concentration) in an organic solvent (e.g. methylene chloride) preferably at 10-50 deg.C chlorinating the produced 5-chloro-4-ethyl-2- hydroxybenzene-sulfonic acid with chlorine gas in an aqueous solvent, converting the produced 3,5-dichloro-4-ethyl-2-hydroxybenzenesulfonic acid into a sulfonic acid, depositing the sulfonic acid, and further nitrating the sulfonic acid with nitric acid or a nitrate.
Abstract:
PURPOSE:To obtain the subject compound useful as an intermediate for cyan color developing agents for color photographs. CONSTITUTION:This compound, 2,4-dichloro-3-ethyl-6-nitrophenol, is obtained by the following process: 4-chloro-3-ethylphenol is sulfonated with conc. sulfuric acid into 5-chloro-4-ethyl-2-hydroxybenzenesulfonic acid which is then chlorinated into 3,5-dichloro-4-ethyl-2-hydroxybenzenesulfonic acid which is then nitrated with nitric acid. In this process, it is characteristic that an organic solvent is used as the sulfonating solvent and the amount of the conc. sulfonic acid to be used in this sulfonation is 1.5-3.5 molar times that of the 4-chloro-3- ethylphenol.