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

Chemical Properties

LIGHT BEIGE TO BROWN CRYSTAL. POWDER AND NEEDLES

Uses

Different sources of media describe the Uses of 6025-60-1 differently. You can refer to the following data:
1. 1-(2-Aminophenyl)pyrrole is used in the synthesis of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives. It participates in Pt(IV)-catalyzed hydroamination triggered cyclization reaction to yield fused pyrrolo [1,2-a] quinoxalines. It is also used as primary and secondary intermediates. They act as antileishmanial agents.
2. 1-(2-Aminophenyl)pyrrole was used in the synthesis of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives.

General Description

1-(2-Aminophenyl)pyrrole participates in Pt(IV)-catalyzed hydroamination triggered cyclization reaction to yield fused pyrrolo [1,2-a] quinoxalines. It reacts with aromatic or heteroaromatic aldehydes in ethanol and catalytic amounts of acetic acid to yield 4,5-dihydropyrrolo[1,2-a]quinoxalines. Thin films of poly(1-(2-aminophenyl)pyrrole) has been prepared via oxidative electropolymerization.

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 
• 1493-27-2 ortho-nitrofluorobenzene 
• 615-43-0 2-iodophenylamine 
• 109-97-7 pyrrole 
• 88-73-3 2-Chloronitrobenzene 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 95-54-5 1,2-diamino-benzene 
• 1205611-94-4 N-[2-(allylamino)phenyl]pyrrole 
• 7439-89-6 iron 
• 144-55-8 sodium hydrogencarbonate 
• 34893-92-0 3,4-dichlorophenyl isocyanate 
• 88-74-4 2-nitro-aniline 
• 615-36-1 2-bromoaniline 
• 62-53-3 aniline 

Downstream Products

• 3389-00-2 N–(2–(1H–pyrrol–1–yl)phenyl)benzamide 
• 117954-59-3 1-<2-(3-chloropropionylamino)phenyl>-2-thiocyanatopyrrole 
• 916143-41-4 1-(tert-butoxycarbonyl)-N-[2-(1H-pyrrol-1-yl)phenyl]-L-prolinamide 
• 252896-32-5 [(η(5)-C5H5)Co(η(5)-C5H4C(O)NH(C6H4)NC4H4)]PF6 
• 1160823-42-6 N-(2-(1H-pyrrol-1-yl)phenyl)-2-bromobenzenamine 
• 1193381-83-7 C₁₃H₁₂N₂O 
• 1193381-88-2 N-(2-(1H-pyrrol-1-yl)phenyl)methacrylamide 
• 1205611-94-4 N-[2-(allylamino)phenyl]pyrrole 
• 1433460-53-7 N,N-dimethyl-2-(1H-pyrrol-1-yl)aniline 
• 209974-60-7 1-[(2-formylamino)phenyl]pyrrole 

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.