15814-76-3

Basic information

• Product Name: 5-chloro-2-(1H-pyrrol-1-yl)aniline
• Synonyms: 5-chloro-2-(1H-pyrrol-1-yl)aniline;5-Chloro-2-pyrrol-1-yl-phenylamine
• CAS NO: 15814-76-3
• Molecular Formula: C₁₀H₉ClN₂
• Molecular Weight: 192.64486
• Mol File: 15814-76-3.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-chloro-2-(1H-pyrrol-1-yl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-2-(1H-pyrrol-1-yl)aniline(15814-76-3)
• EPA Substance Registry System: 5-chloro-2-(1H-pyrrol-1-yl)aniline(15814-76-3)

Safety Data

• Hazardous Substances Data: 15814-76-3(Hazardous Substances Data)

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 89-63-4 4-Chloro-2-nitroaniline 
• 1635-61-6 5-chloro-2-nitroaniline 
• 106-47-8 4-chloro-aniline 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 881-51-6 N-(4-chloro-2-nitrophenyl)-acetamide 
• 64-17-5 ethanol 
• 15893-38-6 1-(4-chloro-2-nitrophenyl)-1H-pyrrole 
• 109-97-7 pyrrole 
• 6828-35-9 5-chloro-2-iodoaniline 

Downstream Products

• 1193381-85-9 C₁₃H₁₁ClN₂O 
• 15814-74-1 7-chloro-4-phenylpyrrolo[1,2-a]quinoxaline 
• 1259379-26-4 C₂₃H₁₉ClN₄O 
• 1620494-88-3 2,2,2-trichloro-N-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]acetamide 
• 99472-61-4 2-chloro-N-(5-chloro-2-pyrrol-1-ylphenyl)acetamide 

Relevant articles and documents

Synthesis of 4-Aryl Pyrrolo[1,2-α]quinoxalines via Iron-Catalyzed Oxidative Coupling from an Unactivated Methyl Arene

Herein, we describe the direct synthesis of pyrrolo[1,2-α]quinoxaline via oxidative coupling between methyl arene and 1-(2-aminophenyl) pyrroles. Oxidation of the benzylic carbon of the methyl arene was achieved by di-t-butyl peroxide in the presence of an iron catalyst, followed by conversion to an activated aldehyde in situ. Oxygen played a crucial role in the oxidation process to accelerate benzaldehyde formation. Subsequent Pictet-Spengler-type annulation completed the quinoxaline structure. The protocol tolerated various kinds of functional groups and provided 22 4-aryl pyrrolo[1,2-α]quinoxalines when various methyl arene derivatives were used. The developed method proceeded in air, and all catalysts, reagents, and solvents were easily accessible.

PEG-400 as a carbon synthon: Highly selective synthesis of quinolines and methylquinolines under metal-free conditions

A metal-free, peroxide-free, and efficient procedure for the highly selective synthesis of quinolines and methylquinolines was reported. The main feature of this method was that the same substrate can produce quinolines and methylquinolines, respectively, under different reaction conditions. PEG-400 was used as both a reactant and solvent in this reaction. The utility of the designed procedure was also demonstrated by the derivatization of the products to bioactive compounds. This journal is

N,N-Dimethylformamide as Carbon Synthons for the Synthesis ofN-Heterocycles: Pyrrolo/Indolo[1,2-a]quinoxalines and Quinazolin-4-ones

N,N-dimethylformamide (DMF) as synthetic precursors contributing especially the methyl, acyl, and amino groups has played a significant role in heterocycle syntheses and functionalization. In this protocol, a wide range of pyrrolo/indolo[1,2-a]quinoxalines and quinazolin-4-ones were obtained in moderate to good yields by using elemental iodine without any metal or peroxides. We considered thatN-methyl andN-acyl of DMF participate and complete the reaction separately through different mechanisms, which displayed potential still to be explored of DMF.