109-55-7Relevant articles and documents
Role of hydrogen-bonded nucleophiles in aromatic nucleophilic substitutions in aprotic solvents. Reactions of halonitrobenzenes with ethylenediamine, 3-dimethylamino-1-propylamine and histamine in toluene
Alvaro, Cecilia E. Silvana,Nudelman, Norma Sbarbati
, p. 880 - 885 (2005)
The kinetics of the reactions between 1-halogeno-2,4-dinitrobenzene (halogen = F, C1) and the amines ethylenediamine (EDA) and 3-dimethylamino-1- propylamine (DMPA) were studied in toluene at 25° ±0.2C under pseudo-first-order conditions using varying amounts of amine. Even with C1 as the nucleofugue (where usually the first step is rate-determining), a third-order-in-amine kinetic law was observed: these results can be interpreted within the 'dimer nucleophile' mechanism where the amine homo-aggregates are better nucleophiles than the amine monomers. To confirm this interpretation, the reaction of 2,4-dinitrofluorobenzene with histamine was studied in the same solvent. Because of the rigid geometry, an intramolecular hydrogen bond is easily established, which prevents the formation of self-aggregates. Consequently, the plot of kA vs. [histamine] is a straight line, as expected for a classical mechanism of base-catalysed decomposition of the zwitterionic intermediate. All these results are well explained in the frame of the 'dimer nucleophile' mechanism. Copyright
A process for preparing N, N - dimethyl - 1, 3 - propanediamines method
-
Paragraph 0034-0035; 0037; 00041-0042; 0044; 0049-0050; 0052, (2017/08/26)
The invention relates to a method for preparing N,N-dimethyl-1,3-diaminopropane. The method comprises the steps that acrylonitrile is added into a synthesis kettle, and dimethylamine is added and then removed through decompressing rectifying to prepare N,N-dimethyl amine acrylonitrile; a hydrogenation catalyst is added, liquid ammonia is introduced into the high-pressure kettle, hydrogen is introduced, reacting is performed, settling is performed, then prefractionation is performed, and rectifying is performed to obtain the N,N-dimethyl-1,3-diaminopropane. According to the method for preparing the DMAPA, the technology is simple, improvement of the selectivity is guaranteed, the yield per unit of double slag is greatly decreased, and a large amount of dangerous waste treatment charge is saved; consumption of the raw materials of the acrylonitrile and the dimethylamine is reduced, the raw material consumption cost of a DMAPA synthesis device is saved, that is, the production cost is saved, and the enterprise benefits are increased.
PREPARATION OF DIAMINE VIA THE PREPARATION OF AMINONITRILE
-
Paragraph 0128; 0129 - 0132, (2014/02/15)
A continuous method (P) for preparing diamine is described. The method includes reacting the corresponding alkene nitrile with the corresponding monoamine in order to form the corresponding aminonitrile. The monoamine can be introduced in molecular excess with respect to the alkene nitrile, wherein the unreacted monoamine is recirculated to the reaction; followed by reducing the aminonitrile produced by hydrogen in the presence of at least one alkali-metal hydroxide, water, and a hydrogenation catalyst; and purifying the diamine.
PROCESS FOR HYDROGENATING NITRILES
-
Page/Page column 8, (2012/10/08)
The present invention relates to a process for hydrogenating nitriles by means of hydrogen in the presence of a catalyst in a reactor, where the catalyst is arranged in a fixed bed, wherein the cross-sectional loading in the reactor is in the range from 5 kg/(m2s) to 50 kg/(m2s). The present invention further relates to a process for preparing downstream products of isophoronediamine (IPDA) or N,N-dimethylaminopropylamine (DMAPA) from amines prepared according to the invention.