614-76-6

Basic information

• Product Name: 2'-BROMOACETANILIDE
• Synonyms: 2-Bromo-N-acetylaniline;Acetanilide, 2'-bromo-;o-Bromoacetanilide;2'-BROMOACETANILIDE;2-BROMOACETANILIDE;N-(2-BROMOPHENYL)ACETAMIDE;NISTC614766;2'-Bromoacetanilide, 98+%
• CAS NO: 614-76-6
• Molecular Formula: C₈H₈BrNO
• Molecular Weight: 214.06
• Product Categories: Anilines, Amides & Amines;Bromine Compounds;Nitrogen Compounds;Organic Building Blocks;Protected Amines
• Mol File: 614-76-6.mol
• Article Data: 80

Chemical Properties

• Melting Point: 96.5-100.5 °C(lit.)
• Boiling Point: 346.8 °C at 760 mmHg
• Flash Point: 163.5 °C
• Appearance: White/Crystalline Powder
• Density: 1.543 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.19±0.70(Predicted)
• BRN: 2086970
• CAS DataBase Reference: 2'-BROMOACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-BROMOACETANILIDE(614-76-6)
• EPA Substance Registry System: 2'-BROMOACETANILIDE(614-76-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 614-76-6(Hazardous Substances Data)

Usage

Description

2'-BROMOACETANILIDE is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and chemical compounds. It is characterized by its reactivity and ability to form derivatives, making it a versatile building block in the chemical and pharmaceutical industries.

Uses

Used in Pharmaceutical Industry:
2'-BROMOACETANILIDE is used as a reagent for the preparation of furan-2-ylmethylene thiazolidinediones, which are novel, potent, and selective inhibitors of phosphoinositide 3-kinase γ. These inhibitors play a crucial role in the development of targeted therapies for various diseases, including cancer and inflammatory disorders, by modulating cellular signaling pathways.
Additionally, 2'-BROMOACETANILIDE may be utilized in other applications within the pharmaceutical industry, such as the synthesis of other bioactive molecules, depending on its specific properties and reactivity.

Upstream product

• 577-19-5 2-nitrophenyl bromide 
• 507-09-5 tiolacetic acid 
• 62-53-3 aniline 
• 127-19-5 N,N-dimethyl acetamide 
• 615-36-1 2-bromoaniline 
• 103-84-4 Acetanilid 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 108-86-1 bromobenzene 
• 75-05-8 acetonitrile 
• 1973-22-4 1-bromo-2-ethylbenzene 
• 19519-75-6 1-bromo-2-nitrosobenzene 
• 431-03-8 dimethylglyoxal 
• 64-19-7 acetic acid 

Downstream Products

• 154419-03-1 Acetic acid N-(2-bromo-phenyl)-N'-cyclohexylidene-hydrazide 
• 69083-47-2 2-bromo-N-ethylbenzeneamine 
• 42822-64-0 [2-(N-acetyl)aminophenyl]phosphonic acid diethyl ester 
• 1769-24-0 2-methyl-4-quinazolone 
• 89-52-1 o-acetylamino-benzoic acid 
• 223520-83-0 N-ethyl-2-phosphanylaniline 
• 223520-81-8 C₁₆H₃₃N₅P₂ 
• 128643-13-0 2-(2-acetylaminophenoxy)ethanol 
• 93-26-5 2-methoxyacetanilide 
• 959855-36-8 1-(2-methoxyphenyl)-2-methyl-1H-benzo[d]imidazole 
• 103-84-4 Acetanilid 
• 68874-08-8 2-methyl-1-(4-methylphenyl)-1H-benzimidazole 
• 107922-56-5 3-(2-methyl-1H-benzimidazol-1-yl)aniline 
• 959855-44-8 1-(3-chlorophenyl)-2-methyl-1H-benzo[d]imidazole 

Relevant articles and documents

Ru-Catalyzed C(sp2)?H Bond Arylation of Benzamides Bearing a Novel 4-Aminoantipyrine as a Directing Group

A novel design-based removable N,O-bidentate directing group based on cheap and commercially available 4-aminoantipyrine (AAP) is reported. Aromatic AP amides bearing 4-aminoantipyrine underwent efficient Ru-catalyzed C(sp2)?H arylation using [RuCl2(PPh3)3] as a catalyst and aryl bromides as electrophiles. The novel bidentate directing group enabled the C?H functionalization reaction with good scope, good functional group tolerance and in decent yields.

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.

Photocatalyst- And Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp2)-S Formation

A photocatalyst- and transition-metal-free visible-light-induced cyclization of ortho-halothiobenzanilides has been developed. Upon irradiation with visible light, substrates undergo dehalogenative cyclization to 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization exhibits a high tolerance to various functional groups, is applicable for the synthesis of 2-alkyl benzothiazoles, and is easy to set up for gram-scale reaction.