5044-32-6

Basic information

• Product Name: 1H-Pyrrole, 1-benzoyl-2,5-dimethyl-
• CAS NO: 5044-32-6
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Mol File: 5044-32-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 1-benzoyl-2,5-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 1-benzoyl-2,5-dimethyl-(5044-32-6)
• EPA Substance Registry System: 1H-Pyrrole, 1-benzoyl-2,5-dimethyl-(5044-32-6)

Safety Data

• Hazardous Substances Data: 5044-32-6(Hazardous Substances Data)

Usage

Structure

A five-membered aromatic ring with one nitrogen atom, a benzoyl group attached to the first position, and two methyl groups attached to the second and fifth positions.

Type of compound

A derivative of pyrrole.

Usage

Commonly used in organic synthesis as a starting material for the preparation of various pharmaceuticals and agrochemicals.

Biological activities

Has been studied for its potential biological activities.

Interest

Of interest in medicinal chemistry research.

Upstream product

• 65-85-0 benzoic acid 
• 98-88-4 benzoyl chloride 
• 625-84-3 2,5-Dimethylpyrrole 
• 55-21-0 benzamide 
• 110-13-4 2,5-hexanedione 
• 82063-95-4 2,2,5,5-tetraethoxyhexane 

Downstream Products

• 134-84-9 4-Methylbenzophenone 
• 611-94-9 4-Methoxybenzophenone 
• 119-61-9 benzophenone 
• 52392-64-0 (E)-3-(phenyl)acrylic acid butyl ester 
• 83248-95-7 N-benzoyl-2,3-bis(trifluoromethyl)-1,4-dimethyl-7-azabicyclo<2.2.1>-2-heptene 
• 83248-97-9 N-benzoyl-3,4-bis(trifluoromethyl)-2,5-dimethylpyrrole 
• 83248-92-4 N-benzoyl-2,3-bis(trifluoromethyl)-1,4-dimethyl-7-azabicyclo<2.2.1>-2,5-heptadiene 
• 625-84-3 2,5-Dimethylpyrrole 

Relevant articles and documents

Direct oxidative coupling of: N -acyl pyrroles with alkenes by ruthenium(ii)-catalyzed regioselective C2-alkenylation

Ruthenium(ii)-catalyzed oxidative coupling by C2-alkenylation of N-acyl pyrroles with alkenes has been described. The acyl unit was found to be an effective chelating group for the activation of aryl C-H bonds ortho to the directing group. The alkenylation reaction of benzoyl pyrroles occurred regioselectively at the C2-position of the pyrrole ring, without touching the benzene ring. The reaction provides exclusively monosubstituted pyrroles under the optimized conditions. Disubstituted pyrroles could be obtained using higher loadings of the ruthenium(ii)-catalyst and the additives.

Suzuki-Miyaura Cross-Coupling of N-Acylpyrroles and Pyrazoles: Planar, Electronically Activated Amides in Catalytic N-C Cleavage

The formation of C-C bonds from amides by catalytic activation of the amide bond has been thus far possible by steric distortion. Herein, we report the first example of a general Pd-catalyzed Suzuki-Miyaura cross-coupling of planar amides enabled by the combination of (i) electronic-activation of the amide nitrogen in N-acylpyrroles and pyrazoles and (ii) the use of a versatile Pd-NHC catalysis platform. The origin and selectivity of forming acylmetals, including the role of twist, are discussed.

Polystyrene-supported GaCl3 as a highly efficient and recyclable heterogeneous Lewis acid catalyst for one-pot synthesis of N-substituted pyrroles

A new and environmentally benign method for the preparation of N-substituted pyrroles from one-pot condensation reaction of 2,5-hexanedione with amines and diamines in the presence of polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid catalyst is presented. This new protocol has the advantages of easy availability, stability, reusability and eco-friendly of the catalyst, high to excellent yields, simple experimental and work-up procedure.