Kinetic studies on the Reaction of Cyanuric Chloride with Amines
摘要:
The individual steps in the reactions of cyanuric chloride with n-butyl amine in N-methyl pyrrolidone (NMP) and with morpholine in isopropanol (i-PrOH) were followed kinetically. The ratio of the exchange rates of the first, the second and the third chlorine atom was unexpectedly high in both cases. The reactions of n-butylamino dichlorotriazine with several amines were studied kinetically both in NMP and in i-PrOH. Linear free-energy relationships exist both between our values in NMP and in isopropanol and between our values and reaction rates of p-nitro fluorobenzene with the corresponding amines (in DMSO) determined by Suhr.
In situ generated and stabilized Pd nanoparticles by N<sup>2</sup>,N<sup>4</sup>,N<sup>6</sup>-tridodecyl-1,3,5-triazine-2,4,6-triamine (TDTAT) as a reactive and efficient catalyst for the Suzuki–Miyaura reaction in water
作者:Nasser Iranpoor、Sajjad Rahimi、Farhad Panahi
DOI:10.1039/c5ra24120k
日期:——
The Suzuki–Miyaura coupling reaction was efficiently catalyzed by the in situ generated and stabilized Pd nanoparticles employing TDTAT in water.
Suzuki–Miyaura 偶联反应在水中通过 in situ 生成和稳定的 Pd 纳米颗粒,利用 TDTAT 有效催化。
CYANOETHYLMELAMINE DERIVATIVES AND PROCESS FOR PRODUCING THE SAME
申请人:NISSAN CHEMICAL INDUSTRIES, LIMITED
公开号:EP0945446A1
公开(公告)日:1999-09-29
The present invention relates to a cyanoethylmelamine derivatives of the formula I:
wherein 1 to 5 of the substituents X' to X6 represent a cyanoethyl group and at least one remaining group represents a C1-20 alkyl group, a C2-20 alkenyl group (said alkyl or alkenyl group may optionally have an alicyclic group or a phenyl group in its structure), a C5-6 cycloalkyl group or a phenyl group, or two of the substituent groups bonded to the same nitrogen atom together may form an alkylene chain having 2 to 7 carbon atoms, and the remaining substituent or substituents represents a hydrogen atom}. The production of cyanoethylmelamine derivatives can be obtained at high yield by reacting N-substituted melamine derivatives with acrylonitrile or reacting mono- or di-halogeno-N-substituted triazine derivative with aminopropionitrile. The compounds of the formula (I) are useful compounds as intermediates for fine chemicals such as agricultural chemicals, medicines, dye stuffs, paints, etc. and as crosslinking intermediates for resins.
The object of the present invention is to provide a method for producing substituted-1,3,5-triazine derivatives at high yield, in which at least one of carbon atoms in the ring thereof is substituted by a secondary amine group having at leat one of alkyl groups. The method of the present invention is a method for alkylation of 1,3,5-triazine derivatives, characterized by reacting 1,3,5-triazine derivatives (melamines, melamine derivatives, various kinds of guanaminde derivatives, etc.) which has at least one or more amino groups or mono-substituted amino groups on carbon atom of the ring thereof, with aldehydes or ketones alcohols in the presence of a catalyst of a metal of group VII and/or group VIII in the periodic table and a hydrogen-containing gas to alkylate said at least one of amino groups or mono-substituted amino groups. These derivatives are widely used as intermediates of fine chemicals such as agricultural chemicals, medications, dyestuffs, paints and the like and are widely used resin materials and as flame-retardant materials.
A method for alkylation of at least one or more amino groups or mono-substituted amino groups, each on a carbon atom of a triazine ring of 1,3,5-triazine derivatives (melamine, melamine derivatives and various kinds of guanamine derivatives and the like), which includes reacting the 1,3,5-triazine derivatives having at least one or more amino groups or mono-substituted amino groups with alcohols in the presence of a catalyst of a metal of group VII and/or group VIII in the periodic table. The object of the invention is to provide a method for alkylation of 1,3,5-triazine derivatives, which includes alkylating amino groups or mono-substituted amino groups in carbon atoms of a 1,3,5-triazine ring, whereby substituted 1,3,5-triazine derivatives which are a group of useful compounds and which are widely used as intermediates of fine chemicals such as agricultural chemicals, medications, dye-stuffs, paints and the like, as resin materials and as flame-retardant materials can be easily produced in high yields.
The present invention provides a method for modifying melamine derivatives that can produce N-substituted melamine derivatives by introducing a substituent group to melamine or N-substituted melamine derivatives. The method is characterized by heating melamine or an N-substituted melamine derivative and an alcohol in the presence of a mixed catalyst comprising a hydrogenation catalyst and a dehydrogenation catalyst and hydrogen to allow reaction or heating melamine or an N-substituted melamine derivative and an alcohol in the presence of a hydrogenation catalyst and hydrogen with addition/coexistence of a metal to allow reaction. The compound groups obtained by introducing a substituent group to the amino group of melamine derivative with an alcohol by the method of the present invention can be used widely as intermediates of fine chemicals such as various agricultural chemicals, medicines, dyes, paints, etc. and as various resin materials and flame retardant materials.