880094-83-7

Basic information

• Product Name: 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE
• Synonyms: 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE;5-bromo-3,4-dihydro-2(1H)-Quinolinone;5-Bromo-3,4-dihydroquinolin-2(1H)
• CAS NO: 880094-83-7
• Molecular Formula: C9H8BrNO
• Molecular Weight: 226.07
• Mol File: 880094-83-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 372.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.559±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.02±0.20(Predicted)
• CAS DataBase Reference: 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(880094-83-7)
• EPA Substance Registry System: 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(880094-83-7)

Safety Data

• Hazardous Substances Data: 880094-83-7(Hazardous Substances Data)

Usage

General Description

5-Bromo-3,4-dihydroquinolin-2(1H)-one is a chemical compound with the molecular formula C9H8BrNO, and a molecular weight of 227.07 g/mol. It is a solid, crystalline substance with a light brown color, and it is insoluble in water but soluble in organic solvents. 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE is primarily used in the pharmaceutical industry as a building block for the synthesis of various biologically active molecules, particularly for the development of potential drug candidates. Its specific chemical properties and structure make it suitable for use in the development of new pharmaceutical compounds and as a tool for medicinal chemistry research.

Upstream product

• 15115-58-9 3-(2-bromophenyl)propionic acid 
• 75-75-2 methanesulfonic acid 
• 15115-60-3 4-bromo-2,3-dihydroinden-1-one 

Downstream Products

• 2446617-95-2 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one 
• 34591-83-8 5-hydroxy-1-methyl-3,4-dihydroquinolin-2(1H)-one 

Relevant articles and documents

Visible-Light Induced C(sp2)?H Amidation with an Aryl–Alkyl σ-Bond Relocation via Redox-Neutral Radical–Polar Crossover

We report an approach for the intramolecular C(sp2)?H amidation of N-acyloxyamides under photoredox conditions to produce δ-benzolactams with an aryl-alkyl σ-bond relocation. Computational studies on the designed reductive single electron transfer strategy led us to identify N-[3,5-bis(trifluoromethyl)benzoyl] group as the most effective amidyl radical precursor. Upon the formation of an azaspirocyclic radical intermediate by the selective ipso-addition with outcompeting an ortho-attack, radical–polar crossover was then rationalized to lead to the rearomative ring-expansion with preferential C?C bond migration.

INHIBITORS OF FIBROBLAST ACTIVATION PROTEIN

Compounds and compositions for modulating fibroblast activation protein (FAP) are described. The compounds and compositions may find use as therapeutic agents for the treatment of diseases, including hyperproliferative diseases.

Selective formation of γ-lactams via C-H amidation enabled by tailored iridium catalysts

Intramolecular insertion of met al nitrenes into carbon-hydrogen bonds to form γ-lactam rings has traditionally been hindered by competing isocyanate formation. We report the application of theory and mechanism studies to optimize a class of pentamethylcyclopentadienyl iridium(III) catalysts for suppression of this competing pathway. Modulation of the stereoelectronic properties of the auxiliary bidentate ligands to be more electron-donating was suggested by density functional theory calculations to lower the C-H insertion barrier favoring the desired reaction. These catalysts transform a wide range of 1,4,2-dioxazol-5-ones, carbonylnitrene precursors easily accessible from carboxylic acids, into the corresponding γ-lactams via sp3 and sp2 C-H amidation with exceptional selectivity. The power of this method was further demonstrated by the successful late-stage functionalization of amino acid derivatives and other bioactive molecules.