349-03-1

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromo-3-nitrobenzotrifluoride is used as a chemical intermediate for the synthesis of polysubstituted bisheterocycles. These bisheterocycles possess potential chemotherapeutic properties, making them valuable in the development of new drugs for the treatment of various cancers.
As an organic building block, 4-Bromo-3-nitrobenzotrifluoride plays a crucial role in the creation of complex molecular structures that can be tailored for specific therapeutic applications. Its versatility in chemical reactions allows for the exploration of novel drug candidates with improved efficacy and reduced side effects.

InChI:InChI=1/C7H3BrF3NO2/c8-5-2-1-4(7(9,10)11)3-6(5)12(13)14/h1-3H

Upstream product

• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 320-94-5 2-nitro-4-trifluoromethylbenzoic acid 

Downstream Products

• 97741-72-5 7,8-dichloro-2-trifluoromethyldibenzo-p-dioxine 
• 872087-55-3 (S)-N-[2-nitro-4-trifluoromethylphenyl]-S-methyl-S-phenylsulfoximine 
• 13544-43-9 6-(trifluoromethyl)-1H-indole 
• 107452-70-0 2-(2,2-Dimethoxy-ethyl)-5-trifluoromethyl-phenylamine 
• 106851-25-6 1-(2,2-Dimethoxy-ethyl)-2-nitro-4-trifluoromethyl-benzene 
• 228418-45-9 methyl 2-nitro-4-trifluoromethylbenzoate 
• 778-94-9 2-nitro-4-trifluoromethyl-benzonitrile 
• 63364-80-7 Ethyl 2-[4-(2-nitro-4-trifluoromethylphenylthio) phenoxy] propionate 
• 192805-69-9 methyl 2-methylmercapto-4-(trifluoromethyl)benzoate 
• 171103-23-4 methyl 2-(2-nitro-4-(trifluoromethyl)phenoxy)benzoate 
• 13088-15-8 diethyl 2-(2-nitro-4-(trifluoromethyl)phenyl)malonate 
• 1260743-50-7 C₉H₄F₃NO₂ 
• 1314091-72-9 C₁₃H₉F₃N₂O₄S 
• 1607470-23-4 2-(2-nitro-4-(trifluoromethyl)phenyl)naphthalene 

Relevant academic research and scientific papers

Production method of isoxaflutole

The invention provides a production method of isoxaflutole. The production method comprises the following steps: S1, generating an intermediate I from p-bromobenzotrifluoride under the action of a mixed acid of concentrated sulfuric acid and concentrated

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.

Chemical processes

The invention relates to a process for the preparation of a compound of formula (I) wherein: R1represents C1-4haloalkyl, fluorine, chlorine or bromine; and R2represents hydrogen or C1-4alkoxy; which process comprises the reaction of the corresponding ortho-nitrohalobenzene of formula (II): wherein R1and R2are as hereinbefore defined and X represents a fluorine or bromine atom, with, when X represents a fluorine atom: (a) an alkali metal cyanide, in a non aqueous solvent, optionally in the presence of a catalyst; or when X represents a bromine atom: (b) cuprous cyanide, in a non aqueous solvent, optionally in the presence of a catalyst selected from an alkali metal bromide or an alkaline earth metal bromide; or (c) an alkali metal cyanide, in a non aqueous solvent, in the presence of a catalytic amount of cuprous cyanide and a phase transfer catalyst.