446-09-3

Usage

Chemical Properties

light yellow powder

InChI:InChI=1/C6H3BrFNO2/c7-5-2-1-4(8)3-6(5)9(10)11/h1-3H

Upstream product

• 460-00-4 1-Bromo-4-fluorobenzene 
• 7697-37-2 nitric acid 
• 351-83-7 4'-fluoroacetanilide 
• 371-40-4 4-fluoroaniline 
• 364-74-9 1,4-difluoro-2-nitrobenzene 
• 540-36-3 para-difluorobenzene 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 394-01-4 4-fluoro-2-nitrobenzoic acid 
• 448-39-5 N-(4-fluoro-2-nitrophenyl)acetamide 
• 364-78-3 2-nitro-4-fluoroaniline 

Downstream Products

• 390-06-7 4-fluoro-2-nitro-1,1′-biphenyl 
• 22865-41-4 3-(2-Nitro-4-fluor-phenyl)-fluoranthen 
• 292636-09-0 7-bromo-4-fluoro-1H-indole 
• 1003-99-2 2-bromo-5-fluoroaniline 
• 852317-12-5 (S)-N-[4-fluoro-2-nitrophenyl]-S-methyl-S-phenylsulfoximine 
• 394-33-2 2-nitro-4-fluorophenol 
• 1000815-27-9 ethyl 8-bromo-5-fluoro-4-hydroxyquinoline-3-carboxylate 
• 255724-72-2 6-fluoro-2-phenyl-1H-indole 
• 22865-42-5 3-(2-Amino-4-fluor-phenyl)-fluoranthen 
• 321-68-6 2-amino-4-fluoro-biphenyl 
• 852867-58-4 1-(2-NITRO-4-FLUORO-PHENYL)-BUTAN-2-ONE 
• 690264-99-4 (4-bromo-2-nitro-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amine 
• 1004534-28-4 2-(4-fluoro-2-nitrophenylthio)-5-methoxybenzoic acid 
• 1996-73-2 5-fluoro-2-methyl-1-phenyl-1H-benzoimidazole 

Relevant academic research and scientific papers

Method for preparing 2-bromo-5-fluoroaniline

The invention discloses a method for preparing 2-bromo-5-fluoroaniline, belonging to the field of organic chemical synthesis. The preparation method comprises the following steps: with 4-fluoroanilineas a raw material, reacting 4-fluoroaniline with acetic anhydride to generate 4-fluoroacetanilide; performing nitrification; replacing acetamido groups with bromine; and reducing nitro groups. Thus,the 2-bromo-5-fluoroaniline with high yield and high purity is prepared. The method has the advantages of high product yield, high purity, easy availability of raw materials and simple operation, andis beneficial to industrial production.

A preparation method for 4-methoxy-2-nitrobenzoic acid

An industrial preparation method for 4-methoxy-2-nitrobenzoic acid is disclosed. In the method, p-difluorobenzene is adopted as an initial raw material and subjected to nitration, ammonolysis, diazotization bromination, cyaniding, methoxylation and hydrolysis which are six steps to synthesize the 4-methoxy-2-nitrobenzoic acid. The 4-methoxy-2-nitrobenzoic acid obtained by the method is white powdered solid with purity being 98.5%, the raw material conversion ratio in each step is 100%, and the total yield of the whole process is 35.8%.

Synthesis method of 2-bromo-5-fluoronitrobenzene

The invention discloses a synthesis method of 2-bromo-5-fluoronitrobenzene and belongs to the field of organic chemistry. The synthesis method comprises the steps: adding m-nitrofluorobenzene and dibromohydantoin into an organic solvent, carrying out heating, dropwise adding a sulfuric acid aqueous solution, carrying out a further heat insulation reaction after finishing dropping, and then, carrying out cooling to room temperature; separating an organic layer, carrying out washing to be neutral, and then, carrying out reduced-pressure desolvation to obtain a target product. A reaction system of the method is simple, raw materials are available, the sulfuric acid aqueous solution can be indiscriminately used many times, the wastewater content is low, and a simple and green approach is provided for the synthesis of the compound.

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions

Versatile and practical Ag/Cu-mediated decarboxylative halogenation between readily available aryl carboxylic acids and abundant NaX (X = I, Br, Cl) has been achieved under aerobic conditions in moderate to good yields. The halodecarboxylation is shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib have been performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicates that Cu plays a vital role and a radical pathway is involved in the transformation.

Synthetic method of aryl halide taking aryl carboxylic acid as raw material

A synthetic method of an aryl halide taking aryl carboxylic acid as a raw material is characterized in that a corresponding aryl halide is formed by carrying out substitution reaction on an aryl carboxylic acid compound and haloid salt MX in an organic solvent under the condition that oxygen, a silver catalyst, a copper additive and a bidentate nitrogen ligand exist, wherein M in MX represents alkali metal or alkaline earth metal, and X represents F, Cl, Br or I. Compared with a conventional aryl halide synthetic method, the synthetic method disclosed by the invention has the obvious advantages that reaction raw materials (comprising aryl carboxylic acid and MX) are cheap and easy to obtain, the using amount of a metal catalyst is small, pollution to the environment when the oxygen is used as an oxidant is the smallest, good tolerance to various functional groups on an aromatic ring is obtained, the yield is high, and the like. The synthetic method disclosed by the invention can be widely applied to synthesis in the fields of medicine, materials, natural products and the like in industry and academia.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.

Palladium-catalyzed reaction of aryl iodides with ortho-bromoanilines and norbornene/norbornadiene: Unexpected formation of dibenzoazepine derivatives

Expecting the unexpected: The title reaction leads to satisfactory yields of dihydrodibenzoazepines 1-a from norbornene. The dibenzoazepines 2 can also be accessed from compounds of type 1-b when norbornadiene is used as a reactant. Theoretical studies show that the reaction represents a chelation-driven deviation from the usual selectivity observed in the presence of ortho-substituents on the aryl iodide.

Design, synthesis, and fungicidal activity of novel analogues of pyrrolnitrin

A series of novel analogues of pyrrolnitrin containing a thiophene moiety were designed and synthesized by a facile method, and their structures were characterized by 1H nuclear magnetic resonance (NMR) and high-resolution mass spectrometry. The isomers IV-h and V-h were isolated, and their structures were identified by 2D NMR, including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (HMBC), and nuclear Overhauser effect spectrometry (NOESY) spectra. Their fungicidal activities against five fungi were evaluated, and the results indicated that some of the title compounds showed excellent fungicidal activities in vitro against Alternaria solani, Gibberella zeae, Physalospora piricola, Fusarium omysporum, and Cercospora arachidicola at the dosage of 50 μg mL-1. Some compounds shown moderate activity at low dosage. Compound V-h could be considered as a leading structure for further design of agricultural fungicides.