603-86-1

Usage

Chemical Properties

yellow crystalline powder

InChI:InChI=1/C6H4ClNO3/c7-4-2-1-3-5(6(4)9)8(10)11/h1-3,9H/p-1

Upstream product

• 121-73-3 3-Nitrochlorobenzene 
• 3209-22-1 1,2-Dichloro-3-nitrobenzene 
• 67-56-1 methanol 
• 7782-50-5 chlorine 
• 88-75-5 2-hydroxynitrobenzene 
• 95-57-8 2-monochlorophenol 
• 7697-37-2 nitric acid 
• 87-64-9 2-chloro-6-methylphenol 
• 95-51-2 o-chloroaniline 
• 108-95-2 phenol 
• 855301-45-0 (Z)-2-Benzoylamino-3-[4-(2-chloro-6-methyl-phenoxy)-phenyl]-acrylic acid 
• 88-73-3 2-Chloronitrobenzene 
• 4783-70-4 2-(2-chlorophenoxy)pyridine 

Downstream Products

• 80866-77-9 1-chloro-2-methoxy-3-nitro-benzene 
• 59360-18-8 Benzyl-(2-chlor-6-nitrophenyl)-ether 
• 4018-65-9 3-Chlorocatechol 
• 298196-77-7 2-acetamido-6-chlorophenyl acetate 
• 57245-30-4 ethyl 2-(2-chloro-6-nitrophenoxy)acetate 
• 58349-01-2 4-bromo-6-chloro-2-nitrophenol 
• 6358-09-4 2-amino-6-chloro-4-nitrophenol 
• 133296-68-1 6-Chlor-phenol-<2-azo-1>-naphthol-(2) 
• 221291-87-8 N-(3-chloro-2-hydroxyphenyl)propionamide 
• 70237-25-1 3-chloro-2-iodobenzenamine 
• 1195763-36-0 2-chloro-6-nitrophenyl acetate 
• 1225014-20-9 C₁₃H₁₄ClNO₇ 
• 1225014-19-6 C₁₆H₁₄ClNO₅ 
• 889458-95-1 (S)-2-tert-butoxycarbonylamino-3-(2-chloro-6-nitro-phenoxy)-propionic acid benzyl ester 

Relevant academic research and scientific papers

Preparation method of Eltrombopag

The invention discloses a preparation method of Eltrombopag. The chemical name of Eltrombopag is 3-{(2Z)-2-[1-(3,4-xylyl)-3-methyl-5-oxo-1,5-dihydro-4H-parazole-4-ylidene]diazanyl}-2-hydroxy-3-biphenylcarboxylic acid-2-aminoethanol salt. The process of the preparation technique of the preparation method of Eltrombopag is simple, materials are easy to obtain, and the preparation method of Eltrombopag is cost-efficient and environment-friendly, can help realize industrialization, can promote the economic and technological development of the Eltrombopag active pharmaceutical ingredient, reduce the production cost, and is suitable for mass production.

A ortho-nitro phenol and its derivative synthesis method (by machine translation)

The invention relates to a method for the synthesis of organic compounds, in the existing technology of O-nitrophenol strong acid used in the synthesis process of the serious problem of environmental pollution and the synthesis step longer more complicated problem, the invention provides a ortho-nitro phenol and synthetic method of derivative thereof, proceeding by the phenol compound, synthesis of 2 - (phenoxy) pyridine, the obtained product, catalyst, tert-butyl nitrite, organic solvent and adding sealing in the pressure containers, in oil bath heating 50 - 100 °C, reaction 10 - 30 hours, to obtain 2 - (2 - nitrobenzene) ethoxy pyridine; re-processing by the ortho-nitro phenol and its derivatives; the method is simple, high-efficiency. (by machine translation)

An ortho-nitro phenol synthetic method of compound

The invention relates to a synthesis method of o-nitrophenol compounds, solving the problems that production hazards are easily caused due to the release of a large deal of heat during the synthesis of o-nitrophenol and the severe environment pollution caused due to the generation of a large deal of waste gas and acid in the process in the prior art. The invention provides the synthesis method of the o-nitrophenol compounds, which comprises the steps: synthesizing 2-(phenoxy)pyridine from phenol compounds; and then sequentially adding 2-(phenoxy)pyridine and a catalyst, a nitrating reagent, an oxidant and an organic solvent into a sealed pressure container, heating and reacting for 10-50 hours in an oil bath of which the temperature is 80 DEG C-130 DEG C to obtain 2-(2-nitrophenyl)oxy pyridine; and finally treating to obtain o-nitrophenol. The synthesis method is simple, convenient and efficient.

Tertiary Butyl Nitrite Triggered Nitration of Phenols: Solvent- and Structure-Dependent Kinetic Study

Nitration of phenols with tertiary butyl nitrite (TBN) obeyed second-order kinetics with a first-order dependence on [TBN] and [phenol] under acid-free conditions. Reaction rates were significantly altered by a change in the dielectric constant and other physical properties of solvent. The rate of nitration increased with an increase in temperature (303-323 K) in different solvent media (acetonitrile, dichloroethane, CCl4, dimethyl formamide (DMF), and toluene). The rates of nitration (log k) could not fit into either Amis or Kirkwood plots [log k' vs. (1/D) or [(D - 1)/(2D + 1)], but the trends were better explained by the basic form of multivariate linear solvent energy relationships (MLSER) suggested by the Koppel and Palm approach on the one hand and the Kamlet and Taft approach on the other hand. These observations probably substantiate that cumulative contributions of basic solvent parameters (equilibrium as well as frictional solvent effects) and solvent-solute interactions for solvation of transition state during nitration of phenols. Reaction rates accelerated with the introduction of electron-donating groups and retarded with electron-withdrawing groups. Accordingly, the reactivity of structurally different phenols was found to follow the following sequence: p-OH > p-MeO > p-Me > H > m-Me > p-Cl > p-Br > m-Cl > p-NO2 > m-OH. The results are interpreted by Hammett's theory of linear free energy relationship. The reaction constant (Hammett's ρ) is a measure of the sensitivity of the reaction toward the electronic effects of the substituent. The rho (ρ) values obtained from the present experiments are fairly large negative values (ρ CH3) versus σ? or, Es or combined Taft's relationship. However, Charton's MLRA of the log k with polar, resonance, steric, hydrophobicity, and molar refractivity showing a very good linear relationship was obtained. It is of interest to note that when log kexp values are correlated with log kcal a perfect linearity is obtained with a correlation coefficient of unity, indicating the consonance between experimental and calculated rate constants in the present work.

Regioselective nitration of phenols and phenyl ethers using aluminium nitrate on silica as a nitrating system

Silica supported aluminum nitrate (Al(NO3)3·9H2O) was found to be an excellent reagent for the nitration of phenols and phenyl ethers. This procedure works efficiently on most of the examples at room temperature yielding nitro derivatives in fair to good yields with high regioselectivity. The present methodology evidenced a considerable enhancement in the reaction rate along with high o-selectivity, excellent yields, ease of handling and the simplicity in work up.

Palladium-catalyzed aromatic C-H bond nitration using removable directing groups: Regiospecific synthesis of substituted o -nitrophenols from related phenols

A general and regiospecific transformation of substituted phenols into the related o-nitrophenols has been achieved via a three-step process involving the palladium-catalyzed chelation-assisted ortho-C-H bond nitration as the key step. In the process, 2-pyridinyloxy groups act as removable directing groups for the palladium-catalyzed ortho-nitration of substituted 2-phenoxypridines, and they can be readily removed in the subsequent conversion of the resulting 2-(2-nitrophenoxy)pyridines into 2-nitrophenols.

2-Aminobenzoxazole ligands of the hepatitis C virus internal ribosome entry site

2-Aminobenzoxazoles have been synthesized as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The compounds were designed to explore the less basic benzoxazole system as a replacement for the core scaffold in previously discovered benzimidazole viral translation inhibitors. Structure-activity relationships in the target binding of substituted benzoxazole ligands were investigated.

A practical approach for regioselective mono-nitration of phenols under mild conditions

Cu(NO3)2.3H2O was demonstrated to be an efficient, regioselective and inexpensive nitrating reagent for the synthesis of mono-nitro substituted phenolic compounds. 12 examples of different phenols were examined. Good yields (67-90%) have been achieved. ARKAT-USA, Inc.

Ultrasonic and microwave-assisted synthesis of β-nitro styrenes and nitro phenols with tertiary butyl nitrite under acid-free conditions

Tertiary butyl nitrite (TBN) is an acid-free and safe nitrating agent that provides preferentially β-nitrostyrenes with cinnamic acids and corresponding nitro derivatives with phenols in good yields under classical conditions. However, ultrasonic and microwave-assisted reactions reduced the reaction times substantially and enhanced the yields from good to excellent. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

Cellulose-supported Ni(NO3)2.6H2O/2,4,6- trichloro-1,3,5-triazine (TCT) as a mild, selective, and biodegradable system for nitration of phenols

Nitration of certain phenols and naphthols in the presence of biodegradable cellulose-supported Ni(NO3)2.6H2O/2,4,6- trichloro-1,3,5-triazine was carried out in acetonitrile at room temperature. Ortho nitrated phenols were obtained regioselectively within a short reaction time with good yields. The reaction condition was mild, and the employed cellulose could be recovered several times for further use. Copyright