111721-75-6

Basic information

• Product Name: 2-Bromo-3-fluoroaniline
• Synonyms: 2-BROMO-3-FLUOROANILINE;2-BROMO-3-FLUORO-PHENYLAMINE;2-Bromo-3-fluoroaniline 98%;Bromo-3-fluoroaniline
• CAS NO: 111721-75-6
• Molecular Formula: C₆H₅BrFN
• Molecular Weight: 190.01
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;Aniline;Fluorine series;Pyridines
• Mol File: 111721-75-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 32-34 °C
• Boiling Point: 229.845 °C at 760 mmHg
• Flash Point: 94°(201°F)
• Appearance: Off-white/Crystalline
• Density: 1.670
• Vapor Pressure: 0.068mmHg at 25°C
• Refractive Index: 1.5830
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.52±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-Bromo-3-fluoroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3-fluoroaniline(111721-75-6)
• EPA Substance Registry System: 2-Bromo-3-fluoroaniline(111721-75-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36-36/37/38-20/21/22
• Safety Statements: 9-26-36/37-60
• RIDADR: 2811
• HazardClass: 6.1
• Hazardous Substances Data: 111721-75-6(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow liquid

Uses

2-Bromo-3-fluoroaniline is used as pharmaceutical intermediate.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 27, p. 2151, 1990 DOI: 10.1002/jhet.5570270755

InChI:InChI=1/C6H5BrFN/c7-6-4(8)2-1-3-5(6)9/h1-3H,9H2

Upstream product

• 132715-70-9 2-Bromo-3-fluorobenzamide 
• 118313-91-0 N-(2-bromo-3-fluorophenyl)-2,2,2-trifluoroacetamide 
• 372-19-0 meta-fluoroaniline 
• 317-20-4 7-fluoro-1H-indole-2,3-dione 
• 348-54-9 2-Fluoroaniline 
• 35980-21-3 2,2,2-trifluoro-N-(3-fluorophenyl)acetamide 
• 349-24-6 N-(2-Fluorophenyl)-2-hydroxyiminoacetamide 
• 825-22-9 3-fluoroanthranilic acid 
• 17809-36-8 2-fluoro-6-nitroaniline 
• 205187-05-9 3-fluorophenyl N,N-diethyl-O-carbamate 
• 1287791-64-3 2-(2-bromo-3-fluorophenoxy)-2-methylpropanamide 
• 863870-75-1 O-2-bromo-3-fluorophenyl N,N-diethylcarbamate 
• 59255-94-6 2-bromo-3-fluoronitrobenzene 
• 16582-88-0 N-(2,3,4,5-tetrafluorophenyl)acetamide 

Downstream Products

• 1001322-85-5 N-(2-bromo-3-fluorophenyl)cinnamamide 
• 276702-10-4 N-[4-chloro-2-hydroxy-3-(aminosulfonyl)phenyl]-N'(2-bromo-3-fluorophenyl)-urea 
• 952664-87-8 N-(2-bromo-3-fluorophenyl)butyramide 
• 851368-08-6 1-bromo-2-fluoro-6-iodobenzene 
• 1001322-86-6 8-bromo-7-fluoroquinolin-2(1H)-one 
• 1418130-40-1 3-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 
• 1152781-66-2 8-bromo-2-chloro-7-fluoroquinoline 

Relevant articles and documents

Preparation method of 1-fluoro-2-bromo-iodobenzene

The invention provides a preparation method of 1-fluoro-2-bromo-iodobenzene. The method comprises the steps that 1-fluorine-2-amidogen-3-nitrobenzene is used as a raw material, 1-fluorine-2-bromine-3-nitrobenzene is obtained through a diazotization and bromination reaction, 1-fluoro-2-bromo-aminobenzene is obtained through a following reduction reaction, and then 1-fluoro-2-bromo-iodobenzene is obtained through a diazotization and iodination reaction. According to the preparation method, under the acidic condition, 1-fluoro-2-bromo-aminobenzene and sodium nitrite react in a solvent, hydrogen iodide or iodate is added to the mixed solution, and 1-fluoro-2-bromo-iodobenzene is obtained through a reaction. The preparation method of 1-fluoro-2-bromo-iodobenzene is high in safety, mild in reaction condition, low in cost, easy to operate and industrialize and high in utilization rate of iodine.

Approaches to the synthesis of 2,3-dihaloanilines. Useful precursors of 4-functionalized-1 H-indoles

2,3-Dihaloanilines have been proved as useful starting materials for synthesizing 4-halo-1H-indoles. Subsequent or in situ functionalization of the prepared haloindoles allows the access to a wide variety of 2,4- or 2,3,4-regioselectively functionalized indoles in good overall yields. As no efficient synthetic routes to 2,3-dihaloanilines have been described in the literature, different approaches to the preparation of these 1,2,3-functionalized aromatic precursors are now presented. The most general one involves a Smiles rearrangement from the corresponding 2,3-dihalophenols and allows the preparation of 2,3-dihaloanilides in a straightforward and synthetically useful manner.

Modulators of ATP-binding cassette transporters

Compounds of the present invention and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.