41910-45-6

Usage

Uses

Used in Medicinal Chemistry and Pharmaceuticals:
1-(3-CHLORO-PHENYL)-1H-PYRROLE is used as a chemical intermediate for the synthesis of various compounds with biological activity. Its unique structure allows it to be a key component in the development of new drugs and bioactive molecules, potentially leading to advancements in the treatment of various diseases and conditions.
Used in Materials Science:
In the field of materials science, 1-(3-CHLORO-PHENYL)-1H-PYRROLE is used as a building block for the creation of novel materials. Its unique reactivity and structure contribute to the development of innovative materials with enhanced properties, such as improved strength, flexibility, or conductivity.
Used in Chemical Research:
1-(3-CHLORO-PHENYL)-1H-PYRROLE serves as a valuable compound in chemical research, where it can be employed to study various reaction mechanisms and explore new synthetic pathways. Its unique structure and reactivity make it an interesting subject for further investigation and potential discovery of new chemical processes or applications.

InChI:InChI=1/C10H8ClN/c11-9-4-3-5-10(8-9)12-6-1-2-7-12/h1-8H

Upstream product

• 526-99-8 meso-galactaric acid 
• 108-42-9 3-chloro-aniline 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 109-97-7 pyrrole 
• 625-99-0 3-iodochlorobenzene 
• 6117-80-2 1,4-butenediol 
• 121-73-3 3-Nitrochlorobenzene 

Downstream Products

• 115464-89-6 2-(3-chlorophenyl)-1H-pyrrole 
• 54779-76-9 1-(2-carboxy-3-chlorophenyl)pyrrole 
• 232275-65-9 1-(4-Carboxy-3-chlorophenyl)pyrrole 
• 1093652-35-7 [3-(3-chlorophenyl)-1-(3-chlorophenyl)-1H-pyrrol-2-yl]-pyridin-3-yl-methanol 
• 1093652-40-4 1,3-bis-(3-chloro-phenyl)-1H-pyrrole-2-carbaldehyde 
• 1093652-39-1 3-bromo-1-(3-chloro-phenyl)-1H-pyrrole-2-carbaldehyde 
• 1093652-38-0 3-bromo-1-(3-chloro-phenyl)-1H-pyrrole 
• 1093652-36-8 2-bromo-1-(3-chloro-phenyl)-1H-pyrrole 
• 1093652-37-9 2,5-dibromo-1-(3-chloro-phenyl)-1H-pyrrole 
• 1569090-25-0 C₁₁H₇ClN₂S 
• 1569090-38-5 C₁₁H₈ClN₅S 

Relevant academic research and scientific papers

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.

Solvent Free Synthesis of N-Substituted Pyrroles Catalyzed by Calcium Nitrate

Moderated and mild way for synthesizing N-substituted pyrrole has been demonstrated herein. No solvents need to be used for this reaction, and instead, reactants themselves acted as a reaction medium. In fact, the reaction is carried out using catalytic amount of Ca(NO3)2.4H2O. The reaction conditions are selective and mild that helped to tolerate a wide variety of functional groups to give the desired products in good chemical yields.

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.

L-(+)-Tartaric acid and choline chloride based deep eutectic solvent: An efficient and reusable medium for synthesis of N-substituted pyrroles via Clauson-Kaas reaction

l-(+)-Tartaric acid-choline chloride based deep eutectic solvent has been found to be an effective promoted medium for Clauson-Kaas reaction of aromatic amines and 2,5-dimethoxytetrahydrofuran. Structurally diverse N-substituted pyrroles were obtained in high to excellent yields under mild conditions. The deep eutectic solvent is inexpensive, non-toxic, reusable and biodegradable.

New pyrrole derivatives with potent tubulin polymerization inhibiting activity as anticancer agents including hedgehog-dependent cancer

We synthesized 3-aroyl-1-arylpyrrole (ARAP) derivatives as potential anticancer agents having different substituents at the pendant 1-phenyl ring. Both the 1-phenyl ring and 3-(3,4,5-trimethoxyphenyl)carbonyl moieties were mandatory to achieve potent inhi

Ligand-free copper nanoparticle promoted N-arylation of azoles with aryl and heteroaryl iodides

A relatively mild, efficient, and inexpensive method for the nucleophilic aromatic substitution of the N-H heterocycles with various aryl and heteroaryl iodides using copper nanoparticles (Cu-NP) is reported. The coupling reaction has been successfully ac

Ligand-free copper nanoparticle promoted N-arylation of azoles with aryl and heteroaryl iodides

A relatively mild, efficient, and inexpensive method for the nucleophilic aromatic substitution of the N-H heterocycles with various aryl and heteroaryl iodides using copper nanoparticles (Cu-NP) is reported. The coupling reaction has been successfully ac

Facial preparation of sulfonic acid-functionalized magnetite-coated maghemite as a magnetically separable catalyst for pyrrole synthesis

The synthesis, characterization, an Copyright

A recyclable magnetic nanoparticles supported antimony catalyst for the synthesis of N-substituted pyrroles in water

A new magnetic nanoparticle-supported antimony catalyst was prepared and evaluated as a recoverable catalyst for Clauson-Kaas reaction. The reaction proceeds efficiently in aqueous medium to give the corresponding N-substituted pyrroles in high yield. The immobilized catalyst could be easily recovered by magnetic separation and recycled for six times without significant loss of its catalytic activity.

Synthesis of pyrrole derivatives from diallylamines by one-pot tandem ring-closing metathesis and metal-catalyzed oxidative dehydrogenation

A series of aryl-substituted pyrrole derivatives was synthesized from diallylamines through a ruthenium carbene catalyzed ring-closing metathesis reaction and in situ oxidative dehydrogenation reaction catalyzed by FeCl 3·6H2O or CuCl2·2H2O in the presence of O2. The reaction was mild, simple, and convenient. An oxygen atmosphere played a critical role in obtaining high conversion of substituted pyrroles in the proposed catalytic system.