3964-18-9Relevant articles and documents
A NOVEL SRN1 SUBSTITUTION: THE REACTION BETWEEN THE ANION OF 2-NITROPROPANE AND 3-BROMO-1-NITROCYCLOHEX-1-ENE
Bowman, W. Russel,Brown, David S.,Leung, Christina T. W.,Stutchbury, Andrew P.
, p. 539 - 540 (1985)
X-ray crystallography has been used to determine the unusual cyclopropyl structure for the product of the SRN1 reaction between the anion of 2-nitropropane and 3-bromo-1-nitrocyclohex-1-ene.
Polynitro-Substituted Strained-Ring Compounds. Synthesis, Mechanism of Formation, and Structure of trans-Dinitrocyclopropanes
Wade, Peter A.,Dailey, William P.,Carroll, Patrick J.
, p. 5452 - 5456 (1987)
1,2-Dinitrocyclopropane, 1,2-dimethyl-1,2-dinitrocyclopropane, and 1,2-diethyl-1,2-dinitrocyclopropane have been prepared in 23-36percent yield by oxidative cyclization of the corresponding open-chain 1,3-dinitronate dianions with iodide in DMSO.In each case only the trans isomer of the dinitrocyclopropane was obtained.Treatment of 2,4-dibromo-2,4-dinitropentane with the lithium salt of 2-nitropropane gave trans-1,2-dimethyl-1,2-dinitrocyclopropane, suggesting the intermediacy of a halonitro nitronate intermediate in the oxidative cyclization process.Further mechanistic studies using m-dinitrobenzene suggest either an internal single-electron transfer, nonchain pathway or an internal SN2 process leading to the dinitrocyclopropanes.An X-ray crystallographic study performed on trans-1,2-dinitrocyclopropane indicates substantially shortened distal C-C bonds (1.47 Angstroem) and bisected conformations for each nitro group.Ab initio calculations using a 4-31G basis set are in agreement with the X-ray data, except longer distal C-C bonds (1.49 Angstroem) are calculated.Ab initio calculations using a variety of basis sets were performed on nitrocyclopropane as a model.
Consecutive SRN1 and ERC1 Reactions in 5-Nitroisoquinolines
Vanelle, Patrice,Rathelot, Pascal,Maldonado, Jose,Crozet, Michel P.
, p. 8385 - 8388 (1994)
The reaction of 1-(dichloromethyl)-5-nitroisoquinoline with 2-nitropropane anion which gives 1-isopropylidenemethyl-5-nitroisoquinoline as major product is shown to proceed by the consecutive SRN1 and ERC1 mechanisms.These mechanisms are confirmed by the inhibitory effects of dioxygen, p-dinitrobenzene, cupric chloride and TEMPO.
Efficient synthesis of a peculiar vicinal diamine semiochemical from streptomyces natalensis
Morin, Jesse B.,Sello, Jason K.
, p. 3522 - 3524 (2010)
(Equation Presented). The pimaricin-inducing (PI) factor, produced by Streptomyces natalensis is a proposed pheromone with a peculiar vicinal diamine structure. The first synthesis of this molecule is reported. It features oxidative dimerization of an aci-nitro anion derived from tris(hydroxymethyl) nitromethane and disproportionation catalyst-facilitated hydrogenation of the resulting vicinal tertiary dinitro compound. As the synthesis requires only four steps with no chromatographic separations, it provides a convenient route to prepare PI factor for biological studies and industrial applications.
Alkali metal ion triggered conductive and stimuli-responsive metallogels
Chen, Shaorui,Li, Xiaoyuan,Yu, Xudong
, (2020/09/22)
A novel gelator NDH containing naphthalimide substituted with a 4,4,5,5-tetramethylimidazoline-1,3-diol group was synthesized and characterized. Driven by dynamic coordination interactions between the imidazoline-1,3-diol unit and alkali, NDH self-assembled into a wide range of metallogels in pentanol triggered by sonication just at room temperature. The coordination interactions between NDH and Li+ were further certified by 1H NMR and XRD analysis. The gels were characterized by several experiments such as UV–vis, fluorescent, SEM and rheology experiments. Notably, the ion conductivity of Li+/metallogels confirmed that the three dimensional network in the organogels does not affect the ions diffusion in the large interconnected liquid domains. Electrochemical impedance spectroscopy was used to prove that NDH/LiClO4-gel had stronger electrical conductivity than that of NDH/LiCl-gel.
Nitroxide free radical, and preparation method and application thereof
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Paragraph 0034-0035; 0044-0045, (2020/03/02)
The invention relates to a nitroxide free radical, and a preparation method and application thereof. The nitroxide free radical can effectively protect normal lung epithelioid cells of a human body from cell oxidation damage caused by paraquat induction, and has a great potential value for preparing a novel paraquat antidote. The method for preparing the nitroxide free radical has the advantages of mild reaction conditions, simple synthesis steps, easily obtained raw materials, high yield and good reproducibility. Nickel acetate is added into a reaction of aldehyde to serve as a catalyst, so that reaction conditions in the step are greatly reduced, and reaction time is shortened. Meanwhile, purity of a final product is high due to a used novel recrystallization solvent, and the obtained crystal is easy for single crystal diffraction tests.
Revisiting the Ullman's Radical Chemistry for Phthalocyanine Derivatives
Fidan, Ismail,Luneau, Dominique,Ahsen, Vefa,Hirel, Catherine
supporting information, p. 5359 - 5365 (2018/02/09)
Phthalocyanine derivatives do not cease to gain attention due to their numerous properties and applications (e.g., sensor, PDT). This makes them a unique scaffold for the design of new material. In this context, we were interested to develop the synthesis of an imino nitroxide-substituted phthalocyanine by Ullman's procedure; a challenge due to the intrinsic low solubility of most phthalocyanine derivative in much solvents. To overcome this solubility problem, we designed a phthalocyanine with bulky neopentyl substituents in peripheral positions as counterpart to the imino nitroxide moieties. The imino nitroxide-substituted phthalocyanine was obtained by condensation of a monoformyl-substituted phthalocyanine with 2,3-bis(hydroxylamino)-2,3-dimethylbutane in refluxing THF–MeOH (2:1) mixture in the presence of p-toluenesulfonic acid monohydrate, follow by oxidation with PbO2. Characterization was performed by electrochemistry, UV/Vis and EPR spectroscopy in solution as well as SQUID in solid state.
Combination of PhI(OAc)2 and 2-Nitropropane as the Source of Methyl Radical in Room-Temperature Metal-Free Oxidative Decarboxylation/Cyclization: Construction of 6-Methyl Phenanthridines and 1-Methyl Isoquinolines
Lu, Shi-Chao,Li, Hong-Shuang,Gong, Ya-Ling,Zhang, Shi-Peng,Zhang, Ji-Guo,Xu, Shu
, p. 15415 - 15425 (2019/01/03)
A room-temperature metal-free method for generating highly unstable methyl radical was realized from the combination of PhI(OAc)2 and 2-nitropropane, which provides an efficient approach to methylated phenanthridines and isoquinolines. The strategy was also extended to the generation of other alkyl radicals and a concise synthesis of Roxadustat.
1-hydroxy-2-(substituted phenyl)-4, 4, 5, 5-tetramethylimidazoline and its synthesis method, activity and use
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Paragraph 0022; 0023, (2017/06/02)
The invention discloses 1-hydroxy-2-[3-(formyl-Ala)-4-(oxyacetyl-Gly)phenyl]-4, 4, 5, 5-tetramethylimidazoline and its preparation method, antithrombotic and thrombolytic activity and use in treatment on brain ischemia rats. The invention discloses a use of the 1-hydroxy-2-[3-(formyl-Ala)-4-(oxyacetyl-Gly)phenyl]-4, 4, 5, 5-tetramethylimidazoline in preparation of antithrombotic and thrombolytic drugs and drugs for treatment on ischemic stroke.
2-(substituted phenyl)-4,4,5,5-tetramethyl-1-hydroxy-imidazoline, and synthesis, activity and application thereof
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Paragraph 0022; 0023, (2017/07/01)
The invention discloses 1-hydroxy-2-[3-(formyl-Gly)-4-(oxyacetyl-Ala) phenyl]-4,4,5,5-tetramethyl imidazoline, a preparation method thereof, antithrombotic activity thereof, thrombolytic activity thereof, and an effect thereof for treating mice suffering from cerebral ischemia. Furthermore, the invention discloses an application of 1-hydroxy-2-[3-(formyl-Gly)-4-(oxyacetyl-Ala) phenyl]-4,4,5,5-tetramethyl imidazoline to preparation of antithrombotic medicaments, thrombolytic medicaments and ischemic-stroke-treating medicaments.
