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 
• 109-97-7 pyrrole 
• 615-36-1 2-bromoaniline 
• 88-74-4 2-nitro-aniline 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 95-54-5 1,2-diamino-benzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 62-53-3 aniline 
• 103-84-4 Acetanilid 
• 552-32-9 o-nitroacetanilide 
• 88-73-3 2-Chloronitrobenzene 
• 1205611-94-4 N-[2-(allylamino)phenyl]pyrrole 
• 7439-89-6 iron 
• 144-55-8 sodium hydrogencarbonate 

Downstream Products

• 205039-49-2 8-Hydroxy-N-(2-pyrrol-1-ylphenyl)-7-quinolinecarboxamide 
• 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 
• 1226978-14-8 4-[2-(2-phenyl-1-ethynyl)phenyl]-4,5-dihydropyrrolo[1,2-a]quinoxaline 
• 1226977-87-2 10-(4-methylphenyl)-15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxaline 
• 1226978-13-7 10-phenyl-15bH-[1,7]naphthyridino[7,8-a]pyrrolo[2,1-c]quinoxaline 
• 1226977-90-7 6-[4-(trifluoromethyl)phenyl]-11bH-isoquinolino[2,1-a]pyrrolo-[2,1-c]quinoxaline 

Relevant articles and documents

Simple and green synthesis of benzimidazoles and pyrrolo[1,2-: A] quinoxalines via Mamedov heterocycle rearrangement

A method for the synthesis of coupling compounds of benzimidazoles and pyrrolo[1,2-a]quinoxalines via Mamedov Heterocycle Rearrangement is reported here. This method was conducted at room temperature and only solvent (HOAc) was required. A series of 4-(1H-benzo[d]imidazol-2-yl)pyrrolo[1,2-a]quinoxaline derivatives were obtained in moderate to good yields.

Synthesis of oxazolidinones through ring-opening and annulation of vinylene carbonate with 2-pyrrolyl/indolylanilines under Rh(iii) catalysis

Herein, we have developed a rhodium-catalyzed C-H functionalization and subsequent intramolecular ring-opening/cyclization of vinylene carbonate with 2-pyrrolyl/indolylanilines, which leads to oxazolidinones in moderate to good yields. In this transformation, vinylene carbonate only eliminates one oxygen atom rather than -CO3 or CO2. Furthermore, some control experiments are conducted to elucidate the reaction mechanism. 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.