367-24-8

Basic information

• Product Name: 4-Bromo-2-fluoroaniline
• Synonyms: Benzenamine, 4-bromo-2-fluoro-;AKOS BBS-00003609;4-BROMO-2-FLUORO-PHENYLAMINE;4-BROMO-2-FLUOROANILINE;2-Fluoro-4-Bromoaniline;Bromofluoroaniline4;-BROMO-2-FLUOROANILINE, 98%;4-Bromo-2-fluoroaniline,98+%
• CAS NO: 367-24-8
• Molecular Formula: C₆H₅BrFN
• Molecular Weight: 190.01
• EINECS: 206-685-4
• Product Categories: Trifluoromethoxybenzene Series;Fluorobenzene;Fluoro-Aromatics;PHARMACEUTICAL INTERMEDIATES;Anilines, Aromatic Amines and Nitro Compounds;Aniline;Benzenes;Anilines, Amides & Amines;Bromine Compounds;Fluorine Compounds;Amines;C2 to C6;Nitrogen Compounds;amine| alkyl Fluorine| alkyl bromide
• Mol File: 367-24-8.mol
• Article Data: 33

Chemical Properties

• Melting Point: 40-42 °C
• Boiling Point: 103-108 °C (13 mmHg)
• Flash Point: 220 °F
• Appearance: Beige to light brown to brown-gray or gray/Crystalline Mass, Powder, Crystals and/or Chunks
• Density: 1.6196 (rough estimate)
• Vapor Pressure: 1.62mmHg at 25°C
• Refractive Index: 1.4710 (estimate)
• Storage Temp.: Room temperature.
• PKA: 2.50±0.10(Predicted)
• Stability: Stable. Incompatible with acid chlorides, acid anhydrides, strong acids, strong oxidizing agents.
• BRN: 2081089
• CAS DataBase Reference: 4-Bromo-2-fluoroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-fluoroaniline(367-24-8)
• EPA Substance Registry System: 4-Bromo-2-fluoroaniline(367-24-8)

Safety Data

• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36/37/39-36
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 367-24-8(Hazardous Substances Data)

Usage

Chemical Properties

solid

Uses

Different sources of media describe the Uses of 367-24-8 differently. You can refer to the following data:
1. 4-Bromo-2-fluoroaniline can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.
2. 4-Bromo-2-fluoroaniline was used in synthesis of 4-amino-3-fluorophenyl boronic acid. It was also used in chemical modification and synthesis of boronic acid derivatives for ultraviolet-visible titration.

Synthesis

To a stirred solution of 4-bromo-2-fluoro-l -nitrobenzene (10 g, 45.5 mmol) in EtOH (50 mL)AVater (20 mL) was added iron (12.7 g, 230 mmol) and NH4C1 (24.3 g, 455 mmol). The reaction mixture was stirred at 90 °C for 2 h. After 2 h the reaction mixture was filtered over Celite. The filter cake was washed with EtOH (300 mL), and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (S1O2, Petroleum ether/EtOAc=10: l to 5: 1) to afford 4-bromo-2-fluoroaniline.

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

Upstream product

• 348-54-9 2-Fluoroaniline 
• 1601-98-5 1,2-bis(4-bromophenyl)diazene 
• 106-40-1 4-bromo-aniline 
• 321-23-3 4-bromo-2-fluoronitrobenzene 
• 20244-61-5 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one 

Downstream Products

• 105942-08-3 4-bromo-6-fluorobenzonitrile 
• 86156-95-8 2-amino-5-bromo-3-fluorobenzenesulphonic acid 
• 213190-12-6 4-bromo-2-fluoro-N-methylaniline 
• 213190-14-8 (4-bromo-2-fluorophenyl)hexylamine 
• 217314-32-4 1-(2-fluoro-4-bromophenyl)-2,5-dimethyl-1H-pyrrole 
• 768350-54-5 7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine hydrochloride 
• 251372-06-2 4-bromo-6-deuterio-2-fluoronitrobenzene 
• 353491-36-8 4-bromo-2-deuterionitrobenzene 
• 353491-34-6 2-amino-4-bromo-6-deuteronitrobenzene 
• 189691-39-2 2-[3-fluoro-4-(pivaloylamino)phenyl]-8-methyl-5-(pivaloylamino)-4H-1-benzopyran-4-one 
• 1026753-19-4 N-{2-[4-(2,2-Dimethyl-propionylamino)-3-fluoro-phenyl]-6,8-dimethyl-4-oxo-4H-chromen-5-yl}-2,2-dimethyl-propionamide 
• 152835-82-0 N-(2-{3-[4-(2,2-Dimethyl-propionylamino)-3-fluoro-phenyl]-3-oxo-propionyl}-4,6-difluoro-3-methoxymethoxy-phenyl)-2,2-dimethyl-propionamide 
• 1026462-88-3 N-[2-{3-[4-(2,2-Dimethyl-propionylamino)-3-fluoro-phenyl]-3-oxo-propionyl}-4-methyl-3-(tetrahydro-pyran-2-yloxy)-phenyl]-2,2-dimethyl-propionamide 
• 129367-37-9 [(4-Bromo-2-fluoro-phenylamino)-methyl]-phosphonic acid diethyl ester 

Relevant articles and documents

A Practical Procedure for Regioselective Bromination of Anilines

A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.

Visible-light-promoted oxidative halogenation of (hetero)arenes

Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.

NOVEL SUBSTITUTED CYCLOBUTYLBENZENE COMPOUNDS AS INDOLEAMINE 2,3-DIOXYGENASE (IDO) INHIBITORS

Disclosed herein is a compound of formula (I), or a pharmaceutically acceptable salt thereof: (Formula (I)). Also disclosed herein are uses of a compound disclosed herein in the potential treatment or prevention of an IDO-associated disease or disorder. Also disclosed herein are compositions comprising a compound disclosed herein. Further disclosed herein are uses of a composition in the potential treatment or prevention of an IDO-associated disease or disorder.