6025-60-1

Basic information

• Product Name: 1-(2-AMINOPHENYL)PYRROLE
• Synonyms: 1-(o-Aminophenyl)-1H-pyrrole;2-(1H-Pyrrol-1-yl)benzenamine;[2-(1H-Pyrrol-1-yl)phenyl]amine;(2-pyrrol-1-ylphenyl)amine;2-pyrrol-1-ylaniline;Benzenamine, 2-(1H-pyrrol-1-yl)-;N-(2-Aminophenyl)pyrrole;2-(1H-PYRROL-1-YL)ANILINE
• CAS NO: 6025-60-1
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• EINECS: 227-884-2
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrroles
• Mol File: 6025-60-1.mol
• Article Data: 50

Chemical Properties

• Melting Point: 96-98 °C(lit.)
• Boiling Point: 273.29°C (rough estimate)
• Flash Point: 136.4 °C
• Appearance: light beige to brown crystal, powder and needles
• Density: 1.1192 (rough estimate)
• Vapor Pressure: 0.00103mmHg at 25°C
• Refractive Index: 1.6392 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.09±0.10(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 1307631
• CAS DataBase Reference: 1-(2-AMINOPHENYL)PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-AMINOPHENYL)PYRROLE(6025-60-1)
• EPA Substance Registry System: 1-(2-AMINOPHENYL)PYRROLE(6025-60-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• PackingGroup: III
• Hazardous Substances Data: 6025-60-1(Hazardous Substances Data)

Usage

Description

1-(2-Aminophenyl)pyrrole is an organic compound that plays a significant role in the synthesis of various chemical derivatives. It is characterized by its light beige to brown crystalline appearance, which can take the form of powder and needles.

Uses

1. Used in Pharmaceutical Industry:
1-(2-Aminophenyl)pyrrole is used as an intermediate for the synthesis of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives. These derivatives have potential applications in the development of new pharmaceutical compounds.
2. Used in Chemical Synthesis:
1-(2-Aminophenyl)pyrrole participates in Pt(IV)-catalyzed hydroamination triggered cyclization reactions, yielding fused pyrrolo[1,2-a]quinoxalines. This process is essential for the creation of complex molecular structures with potential applications in various industries.
3. Used in Material Science:
Thin films of poly(1-(2-aminophenyl)pyrrole) have been prepared via oxidative electropolymerization. These films can be utilized in the development of advanced materials with specific properties for various applications, such as sensors or electronic devices.
4. Used in Antileishmanial Applications:
1-(2-Aminophenyl)pyrrole acts as an antileishmanial agent, providing a potential therapeutic option for the treatment of Leishmaniasis, a disease caused by protozoan parasites of the genus Leishmania.

InChI:InChI=1/C10H10N2/c11-9-5-1-2-6-10(9)12-7-3-4-8-12/h1-8H,11H2

Upstream product

• 33265-60-0 1-(2-nitrophenyl)-1H-pyrrole 
• 7439-89-6 iron 
• 144-55-8 sodium hydrogencarbonate 
• 34893-92-0 3,4-dichlorophenyl isocyanate 
• 88-74-4 2-nitro-aniline 
• 109-97-7 pyrrole 
• 615-36-1 2-bromoaniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 615-43-0 2-iodophenylamine 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 62-53-3 aniline 
• 103-84-4 Acetanilid 
• 552-32-9 o-nitroacetanilide 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 205039-49-2 8-Hydroxy-N-(2-pyrrol-1-ylphenyl)-7-quinolinecarboxamide 
• 916143-41-4 1-(tert-butoxycarbonyl)-N-[2-(1H-pyrrol-1-yl)phenyl]-L-prolinamide 
• 1033543-23-5 C₁₅H₁₂ClN₅O 
• 1193381-83-7 C₁₃H₁₂N₂O 
• 1193381-88-2 N-(2-(1H-pyrrol-1-yl)phenyl)methacrylamide 
• 1205611-94-4 N-[2-(allylamino)phenyl]pyrrole 
• 1226977-93-0 14-fluoro-10-phenyl-15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxaline 
• 1226977-86-1 10-(3-fluorophenyl)-15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxaline 
• 1226977-91-8 4-(15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxalin-10-yl)benzonitrile 
• 1226977-89-4 6-(3-methoxyphenyl)-11bH-isoquinolino[2,1-a]pyrrolo[2,1-c]quinoxaline 
• 1226977-88-3 3-(15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxalin-10-yl)phenol 
• 1226977-94-1 10-phenyl-14-(trifluoromethyl)-15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxaline 
• 1226977-85-0 10-(3-chlorophenyl)-15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxaline 
• 1226977-81-6 10-phenyl-15bH-isoquinolino[2,1-a]pyrrolo[2,1-c]quinoxaline 

Relevant articles and documents

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.

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

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.