1009-22-9

Usage

Uses

Used in Organic Synthesis:
2'-Bromo-4'-fluoroacetanilide is used as a key intermediate in organic synthesis for the creation of various organic compounds. Its unique structure allows for the introduction of specific chemical functionalities, making it a versatile component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2'-Bromo-4'-fluoroacetanilide is utilized as a starting material for the development of new drugs. Its chemical properties and the presence of bromine and fluorine atoms enable the design and synthesis of novel pharmaceutical compounds with potential therapeutic applications.
Used in Medicinal Chemistry:
2'-Bromo-4'-fluoroacetanilide is employed as a building block in medicinal chemistry for the design and synthesis of bioactive molecules. The acetanilide group provides a stable and adaptable framework for the attachment of various functional groups, facilitating the development of compounds with specific biological activities.
Used in Drug Discovery:
2'-Bromo-4'-fluoroacetanilide is used as a component in drug discovery processes, where it contributes to the identification and optimization of potential drug candidates. Its unique structural features and reactivity make it a valuable tool in the search for new therapeutic agents.
Used in Chemical Modification of Existing Compounds:
In the field of chemical modification, 2'-Bromo-4'-fluoroacetanilide is used to introduce new functionalities into existing compounds, enhancing their properties or imparting new characteristics. This can be particularly useful in the optimization of drug candidates, where specific modifications can lead to improved pharmacokinetic or pharmacodynamic profiles.

InChI:InChI=1/C7H3FN2O2/c8-6-2-1-5(4-9)3-7(6)10(11)12/h1-3H

Upstream product

• 351-83-7 4'-fluoroacetanilide 
• 350-46-9 4-Fluoronitrobenzene 
• 100-00-5 4-chlorobenzonitrile 
• 90493-85-9 N-(2-bromophenyl)-N-hydroxyacetamide 
• 1003-98-1 2-bromo-4-fluoroaniline 
• 108-24-7 acetic anhydride 
• 371-40-4 4-fluoroaniline 
• 75-36-5 acetyl chloride 

Downstream Products

• 1003-98-1 2-bromo-4-fluoroaniline 
• 399-73-5 6-fluoro-2-methylbenzo[d]thiazole 
• 41192-31-8 5-fluoro-2,3-dihydro-1-methylindol-2-one 
• 38520-78-4 6-fluoro-2-methyl-4H-benzo[d][1,3]oxazin-4-one 
• 1041143-98-9 3,6-difluoro-9H-carbazole 
• 1527494-47-8 N-(2-bromo-4-fluorophenyl)-N-(3-(2-phenoxyphenyl)prop-2-yn-1-yl)acetamide 
• 1527494-49-0 N-(2-bromo-4-fluorophenyl)-N-(3-(2-(4-tert-butylphenoxy)phenyl)prop-2-yn-1-yl)acetamide 
• 1527494-44-5 N-(2-bromo-4-fluorophenyl)-N-(prop-2-yn-1-yl)acetamide 
• 1356388-72-1 2-(2-acetamido-5-fluorophenyl)pyridine 1-oxide 
• 877179-01-6 N-[4-fluoro-2-(3-hydroxy-3-methylbut-1-yn-1-yl)phenyl]-acetamide 
• 846060-67-1 N-(4-fluoro-2-pyridin-4-yl-phenyl)acetamide 

Relevant academic research and scientific papers

Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination

We synthesized various carbazoles from anilines through a three-step process with good overall yields (up to 48percent). This process comprises N -acetylation, copper(0)-mediated Ullmann homocoupling, and acid-mediated intramolecular amination. It permits various functional groups on the substrate. Scale-up of the developed three-step synthetic route to carbazoles was also demonstrated.

Synthesis method of o-bromo-p-fluoroacetyl aniline

The invention relates to a synthesis method of o-bromo-p-fluoroacetyl aniline, and belongs to the technical field of synthesis of chemical intermediates. According to the preparation method, potassium fluoride and parachloronitrobenzene are taken as starting raw materials, halogen exchange, reduction, acylation reaction and bromination reaction are carried out, then the o-bromo-p-fluoroacetyl aniline is prepared, and the synthesis method which is high in operability, high in product yield and high in purity is provided for synthesis of the o-bromo-p-fluoroacetyl aniline.

4 - Fluorine substituted aryl amine compound and synthesis method thereof

The invention discloses a synthesis method of 4 -fluorine substituted aryl amine compound, which comprises the following steps: 1) taking acyl-protected phenylhydroxylamine as a substrate, and generating 4 -fluorine substituted aniline compound under basic conditions by taking sulfonyl fluoride as a fluorine source in a polar solvent. 2) The deprotection is carried out under dilute acid conditions or Pd by catalytic hydrogenation to give the 4 - fluorine-substituted aryl amine compound. 4 - Fluorine substituted aniline compounds which are synthesized by the invention greatly increase the lipophilic property due to the introduction of fluorine atoms, and can be widely applied to preparation of fluorine-containing drugs and pesticide and dye intermediates. , The adopted raw materials are industrial products, are cheap and easily available, and are commercially available. 4 - Fluoroaryl aniline prepared by the method is high in yield, and the product with the purity 90% can be obtained in a yield of more than ≥ 99%. The method is simple to operate and low in cost, is very suitable for industrialization, and can be widely popularized and used.

QUINOXALINE DERIVATIVES

The present invention relates to compounds according to general formula (I), which act as modulators of the glucocorticoid receptor and can be used in the treatment and/or prophylaxis of disorders which are at least partially mediated by the glucocorticoid receptor.

Nickel(II)- And Silver(I)-Catalyzed C-H Bond Halogenation of Anilides and Carbamates

ortho -C-H bond halogenation of anilides and N -aryl carbamates using easily available N -halosuccinimides (NXS) as the active halogenation reagent in the presence of nickel or silver catalyst has been developed. This method provides a new approach to 2-haloanilides and carbamates, which may serve as starting materials for the synthesis of pharmaceutically and biologically active compounds.

Pd-Catalyzed Carbonylative Synthesis of 4H-Benzo[d][1,3]Oxazin-4-Ones Using Benzene-1,3,5-Triyl Triformate as the CO Source

A facile synthesis of 4H-benzo[d][1,3]oxazin-4-one derivatives by Pd-catalyzed carbonylative cross-coupling between N-(ortho-bromoaryl)amides and benzene-1,3,5-triyl triformate (TFBen) was developed. This procedure does not require the toxic and flammable gas CO as the carbonyl source and tolerates a wide scope of functional groups. Remarkably, 4H-benzo[d][1,3]oxazin-4-ones incorporated to natural products and drugs can be constructed by this method.

SUBSTITUTED TRIAZOLO QUINOXALINE DERIVATIVES

The present invention relates to compounds according to general formula (I) which act as modulators of the glucocorticoid receptor and can be used in the treatment and/or prophylaxis of disorders which are at least partially mediated by the glucocorticoid receptor.

Rhodium-Catalyzed ortho-Bromination of O-Phenyl Carbamates Accelerated by a Secondary Amide-Pendant Cyclopentadienyl Ligand

It has been established that a newly developed cyclopentadienyl rhodium(III) [CpARhIII] complex, bearing an acidic secondary amide moiety on the Cp ring, is able to catalyze the ortho-bromination of O-phenyl carbamates with N-bromosuccinimide (NBS) at room temperature. The presence of the acidic secondary amide moiety on the CpA ligand accelerates the bromination by the hydrogen bond between the acidic NH group of the CpA ligand and the carbonyl group of NBS.

Cobalt(II)-catalyzed regioselective C-H halogenation of anilides

A cobalt-catalyzed regioselective C-H halogenation methodology is reported herein. The highlight of this work is the highly selective C-H functionalization of anilides, which results in high-yielding, versatile, and practical halogenated products. Thereby, brominations, chlorinations and iodinations of many electron-rich and electron-deficient anilides were achieved in a highly selective fashion. Mechanistic studies with respect to the pathway of the reaction are also described.

Preparation method of 2-(3,4)-dichlorophenyl-4-fluoroaniline

The invention discloses a preparation method of 2-(3,4)-dichlorophenyl-4-fluoroaniline, comprising the steps of (1) dissolving 2-bromo-4-fluoroaniline in dichloroethane, dropwise adding acetic anhydride to obtain the compound 2-bromo-4-fluoroacetanilide; (2) dissolving the product of step (1) and 3,4-dichlorobromobenzene in an organic solvent, and dropwise adding Rieke Zn; in another reaction vessel, dissolving CuBr Sme2 in the same organic solvent, mixing, adding an oxidant for reaction, filtering the reacted liquid via silica gel, distilling in vacuum, and carrying out column chromatographyto obtain 2-(3,4-dichlorophenyl)-4-fluoroacetanilide; (3) adding the product of step (2) into the reaction vessel, adding methanol to allow full dissolution, and dropwise adding concentrated sulfuricacid slowly; when the materials completely react, pouring the mixed solution into ice water while it is hot for the purpose of quenching. A copper reagent that is low in price and easy to obtain is used to replace toxic heavy metals such as palladium; the domestic blank of studies on bixafen is filled; the foreign monopoly for bixafen is broken; progress of leaf blight and rust disease can be controlled.