24112-48-9Relevant articles and documents
A weakly basic amine diazonium salt preparation method, and its preparation tertiary amine weakly basic amine azo dye method
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Paragraph 0031; 0032; 0033; 0034, (2017/08/16)
The invention relates to a preparation method for weak-base arylamine diazonium salt and a method for preparing tertiary amine weak-base arylamine azo dye by the weak-base arylamine diazonium salt, and belongs to the technical field of clean production of the dye. The preparation method comprises the following steps of adding naphthalenesulfonic acid and alkyl nitrite to weak-base arylamine solution in sequence, reacting for 20min to 60min at 0 DEG C to 25 DEG C, and performing solid-liquid separation to obtain weak-base arylamine diazonium salt solid; solvent for dissolving weak-base arylamine is tetrahydrofuran, 1,4-dioxane, glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether or ethyl acetate. The preparation method for the weak-base arylamine diazonium salt and the method for preparing the tertiary amine weak-base arylamine azo dye by the weak-base arylamine diazonium salt, disclosed by the invention, have the beneficial effects that no sulfuric acid is used in a process of preparing the weak-base arylamine diazonium salt and the tertiary amine weak-base arylamine azo dye, therefore the environment is protected.
Cyanide Substitution in Aryl Halides by Copper(I) Complexes Derived from Formamide and from Formaldehyde Oxime
Connor, Joseph A.,Gibson, Danuta,Price, Raymond
, p. 619 - 622 (2007/10/02)
The copper complexes , and derived from formamide, and and derived from formaldehyde oxime (formaldoxime) react with 2'-acetamido-6-bromo-4'-diethylamino-2,4-dinitroazobenzene, ArBr, to form the corresponding aryl cyanide, ArCN, and the products ArH and Ar2 of reductive substitution and biaryl coupling.Copper(I) bromide complexes are also formed.Kinetic studies of these reactions in acetonitrile solution show that the cyanation reactions are equal concentration, second-order processes in each case.The effect of a radial scavenger on the reaction suggests the involvement of radicals in the formation of Ar2, but not in the formation of ArCN.A mechanism involving concerted nucleophilic substitution within the co-ordination sphere of copper(I) is proposed.
Phosphonation of Aryl Halides by Copper(I) Complexes of Trialkyl Phosphites
Connor, Joseph A.,Dubowski, Danuta,Jones, Anthony,Price, Raymond
, p. 1143 - 1148 (2007/10/02)
The copper complexes 2> (1; R=Me or Et), (bpy)> (2; R=Me or Et) (bpy is 2,2'-bipyridine), and 2> react with certain 2-halogenoazobenzene compounds, ArX, at room temperature to form the corresponding dialkyl arylphosphonates, ArP(O)(OR)2, and the products, ArH and Ar2, of reductive substitution and biaryl coupling.The ester, MeCO2R, and a copper(I) halide complex (e.g. >) are also formed.Kinetic studies of the reactions of some of these copper complexes with 2'-acetamido-6-bromo-4'-diethylamino-2,4-dinitroazobenzene in alcohol solution show that the phosphonation reactions are equal concentration second-order processes in each case.The effects of a radical scavenger and of light on the reaction suggest the involvement of radicals in the formation of ArH and Ar2, but not in the formation of ArP(O)(OR)2.The effects of different substituents in ArX, of changes in solvent, and of various additives on these reactions are investigated.A mechanism involving concerted nucleophilic substitution within the coordination sphere of copper(I) is proposed.