7496-73-3

Basic information

• Product Name: 2-(4-chlorophenyl)indolizine
• Synonyms: 2-(4-Chlorophenyl)indolizine; 2-(4-Chlorphenyl)indolizin; Indolizine, 2-(4-chlorophenyl)-
• CAS NO: 7496-73-3
• Molecular Formula: C₁₄H₁₀ClN
• Molecular Weight: 227.6889
• Mol File: 7496-73-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.18g/cm³
• Refractive Index: 1.623
• CAS DataBase Reference: 2-(4-chlorophenyl)indolizine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorophenyl)indolizine(7496-73-3)
• EPA Substance Registry System: 2-(4-chlorophenyl)indolizine(7496-73-3)

Safety Data

• Hazardous Substances Data: 7496-73-3(Hazardous Substances Data)

Usage

Uses

2-(4-Chlorophenyl)indolizine is used as a reagent in the synthesis of 2-Aryl-3-(4-dialkylaminopropoxybenzoyl)indolizines which are useful in the treatment of angina pectoris.

InChI:InChI=1/C14H10ClN/c15-13-6-4-11(5-7-13)12-9-14-3-1-2-8-16(14)10-12/h1-10H

Upstream product

• 82746-43-8 1-(2-(4-chlorophenyl)-2-oxoethyl)-2-methylpyridinium bromide 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 109-06-8 α-picoline 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 77823-65-5 [2-(4-Chloro-phenyl)-indolizin-3-yl]-(3,5-dibromo-4-hydroxy-phenyl)-methanone 
• 88273-93-2 Toluene-4-sulfonic acid 2-chloro-4-[2-(4-chloro-phenyl)-indolizine-3-carbonyl]-phenyl ester 
• 88273-81-8 Toluene-4-sulfonic acid 2-bromo-4-[2-(4-chloro-phenyl)-indolizine-3-carbonyl]-phenyl ester 
• 77823-43-9 (3-Chloro-4-hydroxy-phenyl)-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone 
• 77823-30-4 (3-Bromo-4-hydroxy-phenyl)-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone 
• 79286-21-8 [3-Chloro-4-(3-dipropylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 79285-86-2 [3-Bromo-4-(3-dipropylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 79286-19-4 [3-Chloro-4-(3-dibutylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 79285-88-4 [3-Bromo-4-(3-dibutylamino-propoxy)-phenyl]-[2-(4-chloro-phenyl)-indolizin-3-yl]-methanone; compound with oxalic acid 
• 1187471-77-7 2-chloro-4-[2-(4-chlorophenyl)indolizin-3-yl]quinazoline 
• 1603829-32-8 2,5-bis(4-chlorophenyl)indolizine 
• 1603829-33-9 2-(4-chlorophenyl)-5-(p-tolyl)indolizine 
• 17999-67-6 (Z)-2-(4-chlorophenyl)-3-(pyridin-2-yl)acrylonitrile 

Relevant articles and documents

Regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide under metal-free conditions

An efficient and straightforward metal-free regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide has been described. A series of indolizine-dithiocarbamate derivatives were easily accessed in moderate to good yields with a broad scope. In addition, imidazo[1,2-a]pyridines were also well tolerated to afford diverse imidazoheterocycle-dithiocarbamate products, which are expected to be utilized for drug discovery. Of note, the reaction could be readily scaled up, and shows its practical value in organic synthesis.

Photocatalytic Synthesis of 3-Sulfanyl- and 1,3-Bis(sulfanyl)indolizines Mediated by Visible Light

A metal-free method for the synthesis of 3-sulfanyl indolizines from thiols and 2-arylindolizines, is reported. The reaction is mediated by eosin Y under blue LED light irradiation and uses atmospheric oxygen as oxidant. By the use of a catalytic amount of I2, the corresponding 1,3-bis-sulfanyl indolizines are obtained, in good yields.

Controlling chemoselectivity-application of DMF di-t-butyl acetal in the regioselective synthesis of 3-monosubstituted indolizines

Among a number of DMF dialkyl acetals investigated for the regioselective synthesis of 3-acylindolizines, the di-t-butyl acetal, via its iminium intermediate readily formed in situ, provides the highest chemoselectivity for the intermolecular cyclization of picolinium salts. DMF di-t-butyl acetal was applied to the syntheses of a variety of 3-acylated indolizines including alkyl, aryl, and heteroaryl substituents.