188953-77-7

Basic information

• Product Name: 1H-Pyrrole,1-(3-methoxyphenyl)-(9CI)
• Synonyms: 1H-Pyrrole,1-(3-methoxyphenyl)-(9CI);1-(3-methoxyphenyl)pyrrole
• CAS NO: 188953-77-7
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21114
• Product Categories: METHOXY
• Mol File: 188953-77-7.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrole,1-(3-methoxyphenyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole,1-(3-methoxyphenyl)-(9CI)(188953-77-7)
• EPA Substance Registry System: 1H-Pyrrole,1-(3-methoxyphenyl)-(9CI)(188953-77-7)

Safety Data

• Hazardous Substances Data: 188953-77-7(Hazardous Substances Data)

Usage

Structure

A heterocyclic compound with a five-membered ring containing one nitrogen atom and a 3-methoxyphenyl group as a substituent.

Derivative

Of pyrrole.

Aromatic ring

Present due to the 3-methoxyphenyl group.

Methoxy substituent

Adds unique chemical and physical properties to the compound.

Potential applications

Pharmaceutical and agrochemical industries as a building block for the synthesis of biologically active molecules.

Research and development

Used as a reference standard for analytical techniques such as mass spectrometry and NMR spectroscopy.

Organic dyes and pigments

Aromatic nature may make it useful as a component in their synthesis.

Upstream product

• 6117-80-2 1,4-butenediol 
• 555-03-3 3-nitroanisole 
• 109-97-7 pyrrole 
• 3908-66-5 tris(3-methoxyphenyl) phosphate 
• 766-85-8 3-methoxy-1-iodobenzene 
• 536-90-3 m-Anisidine 
• 51-35-4 4R-4-hydroxyproline 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 2398-37-0 3-methoxyphenyl bromide 

Relevant articles and documents

Copper-catalysed N-arylation of pyrrole with aryl iodides under ligand-free conditions

A simple, inexpensive and ligand-free copper-catalysed N-arylation of pyrrole with aryl iodides has been developed giving N-arylated products in moderate to excellent yields. The catalyst loading is relative low (5 mol%) and the catalyst system was stable in air.

Functionalized multi-walled carbon nanotubes as an efficient reusable heterogeneous catalyst for green synthesis of N-substituted pyrroles in water

In this protocol, the functionalization of multi-walled carbon nanotubes (MWCNTs) was carried out and the resulting sulfonated MWCNTs were characterized by FT-IR, XRD, SEM, BET, EDX, XPS and Raman spectroscopy that are each discussed separately in the text. Then, the MWCNT-SO3H composite was applied as an efficient, recyclable heterogeneous catalyst for the synthesis of N-substituted pyrroles via the reaction of 2,5-dimethoxy tetrahydrofuran with primary amines under clean and mild conditions. In this reaction, the N-substituted pyrroles were obtained as beneficial and significant products in short reaction times (30-65 min) and good to excellent yields (40-92%) with high purity. The products were obtained through a simple work up procedure and characterized by FT-IR, 1H NMR and 13C NMR. After the end of the reaction, the nanocatalyst was recovered and reused several times without efficient loss of its activity for the preparation of N-substituted pyrroles.

Utilization of caffeine carbon supported cobalt catalyst in the tandem synthesis of pyrroles from nitroarenes and alkenyl diols

Employing bio-waste caffeine carbon-supported heterogeneous cobalt catalyst, synthesis of various substituted pyrrole derivatives is reported. In this methodology, pyrroles were synthesized through coupling between nitroarenes and alkenyl diols in a tandem manner. Among all the heterogeneous catalysts Co(OAc)2-CC-800 displayed the highest catalytic activity. Preparative scale synthesis of pyrroles and synthesis of anti-tubercular agent 5-(4-(1H-pyrrol-1-yl)phenyl)-1,3,4-oxadiazole-2-thiol revealed the practical applicability of this protocol. Several kinetic experiments and Hammett studies were conducted to understand the probable mechanism and electronic effects on this transformation.

Palladium-catalyzed c(sp2)-n bond cross-coupling with triaryl phosphates

The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.