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.
Synthesis, characterisation and photoswitchability of a new [2]rotaxane of α-cyclodextrin with a diazobenzene containing π-conjugated molecular dumbbell
Deligkiozi, Ioanna,Papadakis, Raffaello,Tsolomitis, Athanase
, p. 333 - 343 (2012)
In this work, a new [2]rotaxane consisted of a diazobenzene containing α-conjugated linear compartment, including the 4,4-bipyridyl moiety and α-cyclodextrin (-CD) as the macrocyclic compartment, was synthesised with yields of nearly 57% and fully characterised. α-CD easily assembled with the linear compartment and suitable bulky ends (stoppers) in water to give a new [2]rotaxane. The characterisation of this supramolecular compound was accomplished using several spectroscopic techniques such as 1H NMR, 13C NMR and 2D NMR spectroscopy, powder X-ray diffraction, fourier transform infrared spectroscopy, induced circular dichroism and UV-vis spectrophotometry, as well as scanning electron microscopy and Energy Dispersive X-ray. Furthermore, the reversible E-Z photoisomerisation of both [2]rotaxane and its molecular dumbbell was investigated by irradiation with UV light.
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
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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.
1-Aryl-3-(4-methoxybenzyl)ureas as potentially irreversible glycogen synthase kinase 3 inhibitors: Synthesis and biological evaluation
Venter, Jana,Perez, Concepción,van Otterlo, Willem A.L.,Martínez, Ana,Blackie, Margaret A.L.
, p. 1597 - 1600 (2019/05/02)
Glycogen synthase kinase 3 (GSK-3)has become known for its multifactorial involvement in the pathogenesis of Alzheimer's disease. In this study, a benzothiazole- and benzimidazole set of 1-aryl-3-(4-methoxybenzyl)ureas were synthesised as proposed Cys199-targeted covalent inhibitors of GSK-3β, through the incorporation of an electrophilic warhead onto their ring scaffolds. The nitrile-substituted benzimidazolylurea 2b (IC50 = 0.086 ± 0.023 μM)and halomethylketone-substituted benzimidazolylurea 9b (IC50 = 0.13 ± 0.060 μM)displayed high GSK-3β inhibitory activity, in comparison to reference inhibitor AR-A014418 (1, IC50 = 0.072 ± 0.043)in our assay. The results suggest further investigation of 2b and 9b as potential covalent inhibitors of GSK-3β, since a targeted interaction might provide improved kinase-selectivity.
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.
A 2,4-dinitro-aniline continuous ammonifying production process
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Paragraph 0044; 0045, (2017/01/12)
The invention relates to a 2,4-dinitraniline continuous ammonification production technology, which is characterized in that 2, ,4-dinitraniline and ammoniacal liquor are taken as raw materials, the raw materials are reacted at temperature of 160-170 DEG C and pressure of 0.5-1.0 MPa, and then continuously added in an ammonification reactor; when the raw materials exceeds a discharge hatch, and are successively flowed to two auxiliary reactors, wherein the reaction temperature is controlled at 160-170 DEG C, and the reaction pressure is controlled at 0.5-1.0 MPa, reaction time of an ammonification reactor is 42 minutes, and reaction time of each auxiliary reactor is 15 minutes. The production technology has the advantages of high production efficiency, low energy consumption, environmental protection, economy, low labor intensity and safety, waste heat during an ammonification reaction process can be fully used, by-product ammonium chloride can be simultaneously recovered, no waste water is generated, and the production technology has the advantages of green production and good economic benefit.
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.
Reagent and method for detection of carboxylic acids by mass spectrometry
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Page/Page column 11, (2015/06/09)
Method and reagent for converting a carboxylic acid to a positively charge amide are described. The method and reagent facilitate positive ion mass spectral analysis of carboxylic acids. The method includes reacting a carboxylic acid with a compound having formula I: wherein A and B are aromatic rings, ring A includes a quaternized nitrogen and has n additional ring atoms, each additional ring atom optionally substituted with an RA group, and n is an integer from 4 to 10, and ring B includes a carbon atom and has m additional ring atoms, each additional ring atom optionally substituted with an RB group, and m is an integer from 4 to 10. The compound includes at least one RA or RB group, and the at least one RA and RB group is -L-N(Z)H; and X? is a counterion.
Ligand free open air copper(II) mediated aryl formamidation and amination of aryl halides
Komati, Rajesh,Jursic, Branko S.
, p. 1523 - 1527 (2014/03/21)
A simple synthetic procedure for direct formamidation and amination of aryl halides mediated by copper(II) salts was developed in open air, without an external ligand in formamide with potassium carbonate as a base. This approach is particularly efficient when electron active aryl halides are used as substrates. In these cases almost quantitative formamidation was observed.
