57269-96-2

Basic information

• Product Name: Isoquinolinium, 2-[2-(4-chlorophenyl)-2-oxoethyl]-, bromide
• CAS NO: 57269-96-2
• Molecular Formula: C17H13ClNO.Br
• Molecular Weight: 362.653
• Mol File: 57269-96-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Isoquinolinium, 2-[2-(4-chlorophenyl)-2-oxoethyl]-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Isoquinolinium, 2-[2-(4-chlorophenyl)-2-oxoethyl]-, bromide(57269-96-2)
• EPA Substance Registry System: Isoquinolinium, 2-[2-(4-chlorophenyl)-2-oxoethyl]-, bromide(57269-96-2)

Safety Data

• Hazardous Substances Data: 57269-96-2(Hazardous Substances Data)

Upstream product

• 119-65-3 isoquinoline 
• 536-38-9 4-chlorobenzoylmethyl bromide 

Downstream Products

• 72666-46-7 2-(4-Chloro-phenyl)-6-phenyl-4-p-tolyl-pyridine 
• 72666-43-4 2,6-bis(4-chlorophenyl)-4-phenylpyridine 
• 72666-45-6 4-Benzo[1,3]dioxol-5-yl-2,6-bis-(4-chloro-phenyl)-pyridine 
• 72666-50-3 2-(4-chloro-phenyl)-4-(3,4-dimethoxy-phenyl)-6-p-tolyl-pyridine 
• 84801-89-8 diethyl 3-(4-chlorobenzoyl)benzo[g]indolizine-1,2-dicarboxylate 
• 853319-31-0 diisopropyl 3-(4-chlorobenzoyl)pyrrolo[2,1-a]isoquinoline-1,2-dicarboxylate 
• 1227796-84-0 (4-chlorophenyl)(pyrrolo[2,1-a]isoquinolin-3-yl)methanone 

Relevant articles and documents

DABCO-catalyzed multi-component domino reactions for the one-pot efficient synthesis of diverse and densely functionalized benzofurans in water

An efficient, three-component strategy for the improved synthesis of a pharmaceutically interesting diverse kind of multi-functionalized benzofurans via one-pot two-step domino protocol with high diastereoselectivity in excellent yields has been established. The synthesis was achieved by reacting phenacyl bromides, N-heterocycles, aromatic aldehydes, and cyclic 1,3-dicarbonyl compounds in the presence of a catalytic amount of DABCO (1,4-diazabicyclo[2.2.2]octane) as an inexpensive, impressive, and readily available catalyst in water under reflux. In this process in total three new bonds (two C–C and one C–O) form in one pot. Short reaction time, excellent yields, no chromatographic purification, and evasion of environmentally hazardous or toxic catalysts and organic solvents in the entire reaction process may make this protocol very useful for academia and industry.

A clean, simple and efficient synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h] quinolin-2-yl]-(4-chlorophenyl)methanones

We report a green and efficient method for the synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h]quinolin-2-yl]-(4-chlorophenyl) methanones from the condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 8-hydroxyquinoline and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water at reflux conditions. This new protocol employing choline hydroxide, which is a green and inexpensive catalyst, offers advantages such as mild reaction conditions, short reaction time, high yields and does not involve any hazardous solvent. Therefore, this procedure can be classified as green chemistry.

Synthesis of a series of novel 2,3-dihydrofuranonaphthoquinone derivatives

A green and highly efficient synthesis of 12 novel trans-2-(4-chlorobenzoyl)-3-aryl-2,3-dihydronaphtho[2,3-b]furan-4,9-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2-hydroxy-1,4-naphthoquinone and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The advantages of this method are a short reaction time, high yields and the avoidance of any hazardous organic solvent. Therefore, this procedure can be classified as green chemistry.

Synthesis of trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones using choline hydroxide as an efficient catalyst in an aqueous medium

A green and efficient synthesis of the trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 1,3-dimethylbarbituric acid and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. This gives trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones in excellent yield and in short reaction times.

1,2-Dicarbofunctionalization of Trifluoromethyl Alkenes with Pyridinium Salts via a Cycloaddition/Visible-Light-Enabled Fragmentation Cascade

Although trifluoromethyl alkenes have great synthetic potential, their 1,2-difunctionalization has been a challenge. In this Letter, we disclose the first 1,2-dicarbofunctionalization of trifluoromethyl alkenes with pyridinium salts via a cascade process

Regio- And Stereoselectivity in the 1,3-Dipolar Cycloaddition Reactions of Isoquinolinium Ylides with Cyclopenta[ a ]acenaphthylen-8-ones

A convenient regio- and diastereoselective synthesis of functionalized 5a,5b-dihydro-5 H,13 H -naphtho[1′′,8′′:4′,5′,6′]pentaleno[1′:3,4]pyrrolo[2,1- a ]isoquinolin-5-ones via 1,3-dipolar cycloaddition reaction of 8 H -cyclopenta[a]acenaphthylen-8-ones wi