88288-78-2

Basic information

• Product Name: 1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one
• Synonyms: 1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one
• CAS NO: 88288-78-2
• Molecular Weight: 316.403
• Mol File: 88288-78-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one(88288-78-2)
• EPA Substance Registry System: 1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one(88288-78-2)

Safety Data

• Hazardous Substances Data: 88288-78-2(Hazardous Substances Data)

Upstream product

• 67106-14-3 4-hydroxy-2,5-diphenylcyclopent-4-ene-1,3-dione 
• 110-70-3 N,N`-dimethylethylenediamine 
• 102-04-5 1,3-Diphenylpropanone 
• 7003-69-2 3,5-diphenylcyclopentane-1,2,4-trione 

Downstream Products

• 946490-04-6 (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one)ruthenium tricarbonyl complex 

Relevant articles and documents

Ruthenium-Catalyzed Three-Component Alkylation: A Tandem Approach to the Synthesis of Nonsymmetric N,N-Dialkyl Acyl Hydrazides with Alcohols

The borrowing hydrogen strategy has been applied in the synthesis of nonsymmetric N,N-dialkylated acyl hydrazides via a tandem three-component reaction catalyzed by a phosphine free diaminocyclopentadienone ruthenium tricarbonyl complex. This strategy represents the first direct one-pot approach to nonsymmetric functionalized acyl hydrazides. Different aromatic acyl hydrazides underwent dialkylation with a variety of primary or secondary alcohols and methanol or ethanol as alkylating agents in mild reaction conditions and good yields. Deuterium labelling experiments suggested that the primary or secondary alcohol was the hydrogen source in this tandem process. DFT calculations show that the combination of the tandem mixed product cannot be perfectly explained neither structurally nor electronically, but might be dependent of the physical state of the aldehyde or ketone intermediate (gaz vs. liquid) at the reaction temperature. (Figure presented.).

Well-Defined Phosphine-Free Iron-Catalyzed N-Ethylation and N-Methylation of Amines with Ethanol and Methanol

An iron(0) complex bearing a cyclopentadienone ligand catalyzed N-methylation and N-ethylation of aryl and aliphatic amines with methanol or ethanol in mild and basic conditions through a hydrogen autotransfer borrowing process is reported. A broad range of aromatic and aliphatic amines underwent mono- or dimethylation in high yields. DFT calculations suggest molecular hydrogen acts not only as a reducing agent but also as an additive to displace thermodynamic equilibria.

Ruthenium complexes of electronically coupled cyclopentadienone ligands - Catalysts for transformations of propargyl alcohols

A series of donor- and acceptor-substituted ruthenium cyclopentadienone complexes were synthesized and their catalytic activities towards propargyl alcohols focused on amination reactions have been investigated. It is shown that the substituents of the cyclopentadienone ligand determine the mode of activation of propargyl alcohols by these complexes leading to different central intermediates in catalytic cycles. Catalytic transformations of propargyl alcohols to α- or β-amino ketones, enamino ketones, α,β-unsaturated imines, ketones, alkenes and conjugated enynes could be achieved. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.