2460-58-4

Usage

Uses

Used in Organic Synthesis:
2-Hydroxy-4-nitrobenzaldehyde is used as a key intermediate in the synthesis of various organic compounds. Its chemical properties make it a valuable building block for creating a diverse array of molecules with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Hydroxy-4-nitrobenzaldehyde is used as a starting material for the development of new drugs. Its reactivity and functional groups enable the creation of novel drug candidates with potential therapeutic benefits.
Used in Dye Industry:
2-Hydroxy-4-nitrobenzaldehyde is also utilized in the dye industry for the production of various types of dyes. Its chemical structure allows for the synthesis of dyes with specific color properties, making it a valuable component in the development of new dye formulations.
Used in Chemical Research:
In the field of chemical research, 2-Hydroxy-4-nitrobenzaldehyde serves as a model compound for studying various reaction mechanisms and exploring new synthetic pathways. Its unique properties make it an ideal candidate for investigating the reactivity of different functional groups and understanding the underlying principles of organic chemistry.
Overall, 2-Hydroxy-4-nitrobenzaldehyde is a versatile and valuable compound with a wide range of applications across various industries, including organic synthesis, pharmaceuticals, dyes, and chemical research. Its unique chemical properties and reactivity make it an essential component in the development of new products and the advancement of scientific knowledge.

InChI:InChI=1/C7H5NO4/c9-4-5-1-2-6(8(11)12)3-7(5)10/h1-4,10H

Upstream product

• 57356-40-8 2-(hydroxymethyl)-5-nitrophenol 
• 554-84-7 meta-nitrophenol 
• 100-97-0 hexamethylenetetramine 
• 67-66-3 chloroform 
• 3899-90-9 3-nitrophenyl 4-methylbenzenesulfonate 
• 89-95-2 2-methyl-benzyl alcohol 
• 610-04-8 3-formylsalicylic acid 
• 1125703-97-0 C₄₆H₆₈N₁₂O₁₀ 
• 1125704-02-0 C₄₆H₆₈N₁₂O₁₀ 
• 39106-79-1 methyl 2-methoxy-4-nitrobenzoate 
• 136507-15-8 4-nitro-2-methoxybenzaldehyde 
• 619-19-2 2-hydroxy-4-nitrobenzoic acid 
• 54362-24-2 2-acetoxy-4-nitrotoluene 
• 17580-65-3 4-nitro-salicylaldoxime 

Downstream Products

• 101891-42-3 (+/-)-2t,5c-bis-(2-hydroxy-4-nitro-phenyl)-3-methyl-oxazolidine-4r-carboxylic acid ethyl ester 
• 101891-42-3 (+/-)-2t,5t-bis-(2-hydroxy-4-nitro-phenyl)-3-methyl-oxazolidine-4r-carboxylic acid ethyl ester 
• 39835-08-0 6-nitrobenzisoxazole 
• 6458-17-9 6-nitro-1,3-benzoxazol-2-amine 
• 62125-75-1 N-(p-Nitrosalicyliden)-dehydrovalin-methylester 
• 24582-01-2 5-Nitro-2-formyl-phenoxyessigsaeure-methylester 
• 39835-14-8 2-hydroxy-4-nitro-benzonitrile 
• 1050442-13-1 C₂₇H₃₄N₂O₃ 
• 292149-07-6 2-(4,5-dihydro-1,3-thiazol-2-yl)-5-nitrophenol 
• 874676-60-5 C₁₂H₁₃NO₅ 
• 690982-64-0 Pd(HOC₆H₄NCHC₆H₃N(CH₃)2)(HOC₆H₄NCHC₆H₃ONO₂) 
• 874676-66-1 C₁₃H₁₅NO₅ 
• 937273-30-8 [2-(2-chloroethoxy)-5-nitrophenyl]methanol 
• 937273-31-9 1-(2-chloroethoxy)-2-((allyloxy)methyl)-4-nitrobenzene 

Relevant academic research and scientific papers

(NO)Ru(salen)-Catalyzed Aerobic Oxidation of o-Hydroxybenzyl Alcohol Derivatives

Various salicylaldehyde derivatives were prepared from the corresponding alcohols in good to excellent yields by ecologically benign aerobic oxidation using ruthenium salen nitrosyl complex 1 as catalyst under visible light-irradiation.

Activated Self-Resolution and Error-Correction in Catalytic Reaction Networks**

Understanding the emergence of function in complex reaction networks is a primary goal of systems chemistry and origin-of-life studies. Especially challenging is to create systems that simultaneously exhibit several emergent functions that can be independently tuned. In this work, a multifunctional complex reaction network of nucleophilic small molecule catalysts for the Morita-Baylis-Hillman (MBH) reaction is demonstrated. The dynamic system exhibited triggered self-resolution, preferentially amplifying a specific catalyst/product set out of a many potential alternatives. By utilizing selective reversibility of the products of the reaction set, systemic thermodynamically driven error-correction could also be introduced. To achieve this, a dynamic covalent MBH reaction based on adducts with internal H-transfer capabilities was developed. By careful tuning of the substituents, rate accelerations of retro-MBH reactions of up to four orders of magnitude could be obtained. This study thus demonstrates how efficient self-sorting of catalytic systems can be achieved through an interplay of several complex emergent functionalities.

Intramolecular Povarov Reactions for the Synthesis of Chromenopyridine Fused 2-Pyridone Polyheterocycles Binding to α-Synuclein and Amyloid-β Fibrils

A BF3·OEt2 catalyzed intramolecular Povarov reaction was used to synthesize 15 chromenopyridine fused thiazolino-2-pyridone peptidomimetics. The reaction works with several O-alkylated salicylaldehydes and amino functionalized thiazolino-2-pyridones, to generate polyheterocycles with diverse substitution. The synthesized compounds were screened for their ability to bind α-synuclein and amyloid β fibrils in vitro. Analogues substituted with a nitro group bind to mature amyloid fibrils, and the activity moreover depends on the positioning of this functional group.

Imine or Enamine? Insights and Predictive Guidelines from the Electronic Effect of Substituents in H-Bonded Salicylimines

Imine and enamine bonds decorate the skeleton of numerous reagents, catalysts, and organic materials. However, it is difficult to isolate at will a single tautomer, as dynamic equilibria occur easily, even in the solid state, and are sensitive to electronic and steric effect, including π-conjugation and H-bonding. Here, using as model Schiff bases generated from salicylaldehydes and TRIS in a set of linear free energy relationships (LFER), we disclose how the formation of either imines or enamines can be controlled and provide a comprehensive framework that captures the structural underpinning of this prediction. This work highlights the potentiality of tailor-made designs en route to compounds with desirable functionality.

Catalytic oxidation of alcohols and alkyl benzenes to carbonyls using Fe3O4?SiO2?(TEMPO)-: Co -(Chlorophyll-CoIII) as a bi-functional, self-co-oxidant nanocatalyst

Chlorophyll b was extracted from heliotropium europaeum plant, demetalated, allylated and grafted to acrylated TEMPO through a copolymerization protocol. Then, the chlorophyll monomers were coordinated to Co ions, immobilized on magnetic nanoparticles and the resulting hybrid was used as a powerful catalyst for a variety of oxidation reactions. By using the present method, oxidation of benzylic alcohols and alkyl benzenes to carbonyls was accomplished in water under aerobic conditions. Moreover, direct oxidation of alcohols to carboxylic acids was performed by adding NaOCl to the mixture. All entries were oxidized to the corresponding desired product with high to excellent yields and up to 97% selectivity. The catalyst was thoroughly characterized by CV, TGA, VSM, XRD, XPS, DLS, FE-SEM, TEM, UV-Vis, EDX, and BET analyses. The activity of the catalyst was investigated by applying various components of the catalyst to the oxidation model separately. The reasonable mechanisms are suggested based on the cooperation between the TEMPO groups and cobalt(iii) (or Co(iv)) sites on the catalyst. The catalyst could be recovered and reused for at least 7 consecutive recycles without any considerable reactivity loss. This journal is

Fast-response formaldehyde fluorescent probe as well as preparation method and application thereof

The invention relates to a fast-response formaldehyde fluorescent probe as well as a preparation method and application thereof, and belongs to the technical field of fast formaldehyde detection. Theprobe uses coumarin as a matrix; diazanyl is used as a reaction group to react with formaldehyde; the fast detection on the formaldehyde is realized through the fluorescent change of the probe. The response time of the formaldehyde is as low as 220 s; the fluorescence intensity at 503 nm is obviously enhanced. The fast and nondestructive detection on the formaldehyde in a water solution is realized by the probe; the detection lower limit of the formaldehyde is 5*10 mol/L. The probe can resist the interference of cysteine, glutathione, L-arginine, sodium citrate, homocysteine, phenylalanine, alanine, glutamic acid, glycine, methionine, sodium ascorbate, Ca, Na, Mg, K and hydrogen peroxide; the selective specificity is high. The probe is applied to the fast detection on thecontent of the formaldehyde in food and textiles; various indexes are excellent; the fast detection requirements are completely met. The probe can also detect the formaldehyde in living cells througha confocal fluorescence microscope, and the fluorescence imaging is performed.

Fe3O4@SiO2@Im[Cl]Mn(III)-complex as a highly efficient magnetically recoverable nanocatalyst for selective oxidation of alcohol to imine and oxime

An efficient and environmentally friendly oxidation process for the one-pot preparation of oxime, imine and carbonyl compounds through alcohol oxidation in the presence of H2O2 and/or O2 have been developed by a melamine-Mn(III) Schiff base complex supported on Fe3O4@SiO2–Cl nanoparticles, named as Fe3O4@SiO2@Im[Cl]Mn(III)-complex nanocomposite, at room temperature. Direct oxidation of alcohol to carboxylic acid was performed using the catalyst in the presence of molecular O2 at room temperature in a different approach. The oxidation products were obtained with excellent yields and high TOFs. The properties of the catalyst were characterized by Fourier transform infrared spectroscopy (FTIR), elemental analysis (C, H, N), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), dynamic light scattering (DLS), energy dispersive X-ray analysis (EDX), X-ray photoelectron spectroscopy (XPS), inductive coupled plasma (ICP), cyclic voltammetry (CV), nuclear magnetic resonance (1H & 13C NMR), vibration sample magnetometer (VSM), Brunauer– Emmett–Teller (BET) and differential pulse voltammetry (DPV) analyses. The mechanism of the oxidation processes was investigated for the both H2O2 and O2 oxidants. The role of the imidazolium moiety in the catalyst as a secondary functionality was investigated. Chemoselectivity behavior of the catalyst was studied by some combinations. The catalyst could be recycled from the reaction mixture by a simple external magnet and reused for several times without any considerable reactivity loss.

Deciphering the Mechanism of Human Carbonic Anhydrases Inhibition with Sulfocoumarins: Computational and Experimental Studies

The reaction mechanism of the carbonic anhydrase-mediated hydrolysis of sulfocoumarins to sulfonic acids has been investigated on an enzyme cluster model using the B3LYP hybrid density functional theory (DFT) and the QST procedure for the Transition State (TS) search. A multistep process was highlighted, with the rate-determining step identified in the initial dual nucleophilic/acidic attack of the zinc-bound hydroxide ion to the sulfocoumarin sulfur atom and to the C3=C4 double bond. The reported multi-step process, combined to SAR analysis on a new set of derivatives, highlighted unprecedented mechanistic aspects of the CA-mediated prodrug activation, which in turn possess relevant consequences to the isoforms-selective inhibition profiles reported by such a class of compounds.

3. 4 - diphenyl - 4H - 1, 2, 4 - triazole derivative and its preparation method and application (by machine translation)

The invention discloses 3, 4 - diphenyl - 4H - 1, 2, 4 - triazole derivative and its preparation method and application. In particular, the invention relates to the formula (I) structure of 3, 4 - diphenyl - 4H - 1, 2, 4 - triazole derivatives, its stereoisomers or its pharmaceutically acceptable salt, formula (I) in the definition of each substituent is as defined in the specification. These structure of novel compound with heat shock protein HSP90 inhibitory activity, can be used for treating cancer, neurodegenerative diseases, inflammatory diseases, autoimmune diseases, ischemic brain injury and the like, it has broad application prospects. (by machine translation)

Pyrimidine heterocyclic compounds, pyrimidine heterocyclic compound salts, and preparation method and application thereof

The invention provides pyrimidine heterocyclic compounds, pyrimidine heterocyclic compound salts, and a preparation method and application thereof. According to the pyrimidine heterocyclic compounds provided by the invention, specific Rq is selected, so that the obtained compounds have favorable drug resistance and long half life when being used as the medicine for treating or preventing HIV. The compounds have the advantages of high activity, low toxicity and high stability.