1421590-18-2

Basic information

• Product Name: 6,8-dibromo-2-(4-fluorophenyl)quinolin-4(1H)-one
• Synonyms: 6,8-dibromo-2-(4-fluorophenyl)quinolin-4(1H)-one
• CAS NO: 1421590-18-2
• Molecular Weight: 397.041
• Mol File: 1421590-18-2.mol

Chemical Properties

• CAS DataBase Reference: 6,8-dibromo-2-(4-fluorophenyl)quinolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6,8-dibromo-2-(4-fluorophenyl)quinolin-4(1H)-one(1421590-18-2)
• EPA Substance Registry System: 6,8-dibromo-2-(4-fluorophenyl)quinolin-4(1H)-one(1421590-18-2)

Safety Data

• Hazardous Substances Data: 1421590-18-2(Hazardous Substances Data)

Upstream product

• 1320360-56-2 6,8-dibromo-2-(4-fluorophenyl)-2,3-dihydroquinolin-4(1H)-one 
• 67-56-1 methanol 
• 1320360-46-0 1-(2-amino-3,5-dibromophenyl)-3-(4-fluorophenyl)prop-2-en-1-one 
• 459-57-4 4-fluorobenzaldehyde 
• 13445-89-1 1-(2-amino-3,5-dibromophenyl)ethanone 

Relevant articles and documents

One-pot site-selective Sonogashira cross-coupling-heteroannulation of the 2-aryl-6,8-dibromoquinolin-4(1H)-ones: Synthesis of novel 6-H-pyrrolo[3,2,1-ij]quinolin-6-ones

The 2-aryl-6,8-dibromoquinolin-4(1H)-ones were subjected to site-selective Sonogashira cross-coupling with terminal acetylenes as models for Csp2-Csp bond formation in the presence of Pd/C-PPh3and CuI as catalysts and K2CO3as a base in dioxane to afford the 2-substituted 4-aryl-8-bromo-4H-pyrrolo[3,2,1-ij ]quinolin-6-ones. These were, in turn, subjected to Suzuki-Miyaura cross-coupling with 4-fluorophenylboronic acid as coupling partner to afford the 2-substituted 4,8-diaryl-4H-pyrrolo[3,2,1-ij ]quinolin-6-ones.

Synthesis and photophysical properties of 2-Aryl-6,8-bis(arylethenyl)-4- methoxyquinolines

Iodine-methanol mediated oxidative-Aromatization of 2-Aryl-6,8-dibromo-2,3- dihydroquinolin-4(1H)-ones afforded the corresponding 2-Aryl-6,8-dibromo-4- methoxyquinolines in high yield and purity. The isomeric 1-(2-Amino-3,5- dibromophenyl)-3-Aryl-2- propen-1-ones reacted with iodine in methanol afford in a single pot operation the corresponding 2-Aryl-6,8-dibromo-4-methoxyquinoline (major) and 2-Aryl-6,8- dibromoquinolin-4(1H)-one (minor) products that were separated in sequence by column chromatography on silica gel. Suzuki-Miyaura cross-coupling of the 6,8-dibromo-4- methoxyquinoline derivatives with excess arylvinylboronic acids afforded the corresponding 2-Aryl-6,8-bis(2-Arylethenyl)- 4-methoxyquinolines. The absorption and fluorescence properties of these compounds were also determined.