112749-49-2

Basic information

• Product Name: 1H-Pyrrole-2,5-dione, 3-bromo-1-(phenylmethyl)-
• CAS NO: 112749-49-2
• Molecular Formula: C11H8BrNO2
• Molecular Weight: 266.094
• Mol File: 112749-49-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole-2,5-dione, 3-bromo-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-2,5-dione, 3-bromo-1-(phenylmethyl)-(112749-49-2)
• EPA Substance Registry System: 1H-Pyrrole-2,5-dione, 3-bromo-1-(phenylmethyl)-(112749-49-2)

Safety Data

• Hazardous Substances Data: 112749-49-2(Hazardous Substances Data)

Usage

Structure

1H-Pyrrole-2,5-dione core with a bromine atom attached to the third carbon, and a phenylmethyl group attached to the first carbon

Type

Brominated derivative of 1-(phenylmethyl)pyrrole-2,5-dione

Usage

Organic building block in the synthesis of pharmaceutical and agrochemical compounds

Applications

Medicinal chemistry, drug discovery research, and further functionalization of the molecule for various applications in organic synthesis.

Upstream product

• 1631-26-1 1-benzyl-1H-pyrrole-2,5-dione 
• 91026-00-5 N-benzyl-2,3-dibromo-maleimide 
• 5926-51-2 bromomaleic anhydride 
• 100-46-9 benzylamine 
• 108-31-6 maleic anhydride 

Downstream Products

• 853649-60-2 3-[5-(diethoxymethyl)fur-2-yl]-2,5-dihydro-1-benzyl-1H-pyrrole-2,5-dione 
• 1013400-89-9 C₁₄H₁₅NO₄ 
• 897036-92-9 1-benzyl-3-methoxy-1H-pyrrole-2,5-dione 
• 1206838-03-0 C₁₆H₁₄BrNO₂ 
• 1206838-11-0 C₁₇H₁₆BrNO₂ 

Relevant articles and documents

Copper-catalysed bromoamination of maleimides using NBS as the bromine source

CuBr2-catalysed bromoamination of maleimides has been achieved in THF with alkylamines and N-bromosuccinimide as nitrogen and bromine sources respectively. The reaction conditions were optimised. A series of bromoamination products such as 3-am

Sequential Photocatalytic Reactions for the Diastereoselective Synthesis of Cyclobutane Scaffolds

The synthesis of densely functionalized cyclobutanes containing all-carbon quaternary stereocenters in high regio- and diastereoselectivity remains synthetically challenging. Herein, we show that this can be achieved by using a sequential photocatalysis strategy, wherein 3-chloromaleimides undergo triplet sensitized [2 + 2] photocycloadditions with alkynes or alkenes followed by photoredox-catalyzed dechlorinative C-C bond forming reactions to install quaternary stereocenters. This allows the rapid assembly of structurally complex and sterically congested 3-azabicyclo[3.2.0]heptane scaffolds from readily available starting materials.

A mild and selective protecting and reversed modification of thiols

One selective thiol-protecting study has been investigated for a wide range of thiols including general thiols and thiols containing multiple functional groups. The reactions of bromomaleimides and thiols under the mild condition afforded the protected products in excellent yields. The thiols can be recovered very quickly using dithiothreitol (DTT) under the mild condition.