42492-87-5

Basic information

• Product Name: 1,4-Dibenzylpiperazine-2,5-dione
• Synonyms: 1,4-Dibenzylpiperazine-2,5-dione;1,4-DIBENZYL-2,5-PIPERAZINEDIONE
• CAS NO: 42492-87-5
• Molecular Formula: C₁₈H₁₈N₂O₂
• Molecular Weight: 294.34772
• Mol File: 42492-87-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 558.4°C at 760 mmHg
• Flash Point: 270.8°C
• Appearance: /
• Density: 1.235g/cm³
• Vapor Pressure: 1.68E-12mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: 1,4-Dibenzylpiperazine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dibenzylpiperazine-2,5-dione(42492-87-5)
• EPA Substance Registry System: 1,4-Dibenzylpiperazine-2,5-dione(42492-87-5)

Safety Data

• Hazardous Substances Data: 42492-87-5(Hazardous Substances Data)

Usage

General Description

1,4-Dibenzylpiperazine-2,5-dione is an organic compound with a chemical structure consisting of a piperazine ring with two benzyl groups attached, and a carbonyl group at positions 2 and 5. It is commonly used as a chemical building block in organic synthesis and has applications in pharmaceutical and medical research. 1,4-Dibenzylpiperazine-2,5-dione is known for its potential biological activity, including antimicrobial, anti-inflammatory, and anticancer properties. Its unique structure makes it a valuable compound for the development of new drugs and therapeutic agents. 1,4-Dibenzylpiperazine-2,5-dione is a promising chemical with potential uses in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C18H18N2O2/c21-17-14-20(12-16-9-5-2-6-10-16)18(22)13-19(17)11-15-7-3-1-4-8-15/h1-10H,11-14H2

Upstream product

• 100-46-9 benzylamine 
• 2945-03-1 N-benzyl-2-bromoacetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 2564-06-9 N-benzyl-2-chloroacetamide 
• 108994-30-5 N-benzyl-glycyl chloride ; hydrochloride 
• 98-95-3 nitrobenzene 
• 6436-90-4 ethyl 2-(benzylamino)acetate 
• 3027-05-2 N,N'-diacetylpiperazin-2,5-dione 
• 141-52-6 sodium ethanolate 
• 100-44-7 benzyl chloride 
• 64028-43-9 1,4-di(chloromethyl)-2,5-diketopiperazine 
• 71-43-2 benzene 
• 106-57-0 Glycine anhydride 
• 124-41-4 sodium methylate 

Downstream Products

• 92-52-4 biphenyl 
• 6669-13-2 t-butyl phenyl ether 

Relevant articles and documents

A study of diketopiperazines as electron-donor initiators in transition metal-free haloarene-arene coupling

Several diketopiperazines have been shown to promote carbon-carbon coupling between benzene and aryl halides in the presence of potassium tert-butoxide and without the assistance of a transition metal catalyst. The structure of the diketopiperazine has an influence on its reductive potential and can help to promote the coupling of the more challenging aryl bromides with benzene.

One-step diketopiperazine synthesis using phase transfer catalysis

A simple and efficient one-step procedure is described for the synthesis of a number of symmetrical 1,4-disubstituted piperazine-2,5-diones under phase transfer conditions. The reactions are carried out at room temperature, starting from a suitable N-chloroacetamide in the presence of an aqueous solution of sodium hydroxide. Piperazine-2,5-diones were obtained with excellent selectivity in yields of up to 90%.

Triazenes as robust and simple linkers for amines in solid-phase organic synthesis

A new linker strategy for the attachment of aliphatic amines has been developed. Starting from Merrifield resin, an immobilized diazonium salt was prepared in two steps. Reaction of various amines gave rise to triazenes, which in turn were cleaved off upon treament with mild acids. The triazenes have been proven to be base stable and were used in various types of transformations. The overall process is high-yielding and efficient.