T+:Very toxic;
97-02-9Relevant articles and documents
One-pot synthesis of N-substituted diaza[12]annulenes
Yamaguchi, Isao,Gobara, Yoshiaki,Sato, Moriyuki
, p. 4279 - 4281 (2006)
(Chemical Equation Presented) N-Substituted diaza[12]annulenes are obtained by one -pot reaction of n-(2,4-dinitrophenyl)pyridinium chloride with amines in moderate to high yields. The 1H NMR spectrum reveals that diamagnetic ring current is generated in the diaza[12]annulene ring. The N-substituted diaza[12]annulenes are electrochemically active in solution.
Hydride Transfer from Cyclohexadienyl Anions: The Reaction between the Hydride Meisenheimer Adduct of 2,4-dinitroaniline and 1,3,5-trinitrobenzene
Atkins, Paul J.,Gold, Victor,Wassef, Wasfy N.
, p. 1197 - 1198 (1983)
The hydride Meisenheimer adduct of 2,4-dinitroaniline transfers hydride to 1,3,5-trinitrobenzene to form its corresponding hydride Meisenheimer adduct.The reaction is practically irreversible.In dilute solution in dimethyl sulphoxide it exhibits second-order kinetics and the observation of several sharp isosbestic points shows that it occurs without formation of any detectable intermediate species.
Preparation method of 2,4-dinitroaniline
-
Paragraph 0018-0022, (2021/08/07)
The invention relates to the field of pharmaceutical chemicals, and discloses a preparation method of 2,4-dinitroaniline. The preparation method comprises the following four steps: (1) adding 2,4-dinitrochlorobenzene and urea in a molar ratio of 1: (1.5-2.5) into a reaction kettle; (2) adding an ethanol water solvent into the reaction kettle, wherein the ethanol concentration of the ethanol water solvent is 30%-100%, and the adding amount of the ethanol water solvent is 1.5-3 times of the mass of the 2,4-dinitrochlorobenzene; (3) heating the reaction kettle to 110-135 DEG C, controlling a pressure to be 0.2-0.3 MPa, and carrying out a heat preservation reaction for 3-5 hours; and (4) after the reaction is finished, centrifugally filtering and washing a reaction product to obtain the 2,4-dinitroaniline. According to the invention, the urea is used for replacing ammonia water and ammonia gas, and relatively low reaction temperature and pressure are adopted, so the explosion risk of ammonia gas volatilization is avoided, production cost is reduced, product purity and yield are improved, and the method has remarkable safety benefit, economic benefit and quality benefit.
A highly efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride leading to primary arylamines
Huang, Xue,Xiao, Ruian,You, Chongren,Yan, Tao,Cai, Mingzhong
, p. 315 - 320 (2017/06/19)
A highly efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride was achieved in DMF in the presence of 10 mol% of an MCM-41-immobilised L-proline-copper(I) complex (MCM-41-L-proline-CuI) with Cs2CO3 as base, yielding a variety of primary arylamines in good to excellent yields. The new heterogeneous copper complex can be easily prepared from commercially readily available and inexpensive reagents, recovered by a simple filtration of the reaction solution and used at least seven more times without any decrease in activity.
Steric-Hindrance-Induced Regio- and Chemoselective Oxidation of Aromatic Amines
Patil, Vilas Venunath,Shankarling, Ganapati Subray
, p. 7876 - 7883 (2015/09/01)
Unusual regio- and chemoselective oxidation of aromatic amines hindered with ortho substituents (except -NH2, -NHCH3, and -OH) to the corresponding nitro compounds is described by use of nonanebis(peroxoic acid). The mechanistic investigation for selective oxidation of amines ortho-substituted with -NH2 or -OH showed the involvement of H-bonding between the ortho hydrogen of the adjacent -XH group (where X = NH, NR, or O) and an oxygen atom from the diperoxy acid. Various mono- and diamines are oxidized into corresponding mononitro derivatives in high yield and purity without employing any protection strategies. The protocol was also found to successful on the gram scale.
