1002555-74-9

Basic information

• Product Name: 3-oxo-2,5-dimethyl-1-benzyl-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxylic acid amide
• Synonyms: 3-oxo-2,5-dimethyl-1-benzyl-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxylic acid amide
• CAS NO: 1002555-74-9
• Molecular Weight: 439.514
• Mol File: 1002555-74-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-oxo-2,5-dimethyl-1-benzyl-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxylic acid amide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxo-2,5-dimethyl-1-benzyl-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxylic acid amide(1002555-74-9)
• EPA Substance Registry System: 3-oxo-2,5-dimethyl-1-benzyl-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxylic acid amide(1002555-74-9)

Safety Data

• Hazardous Substances Data: 1002555-74-9(Hazardous Substances Data)

Upstream product

• 102-01-2 N-phenylacetoacetamide 
• 3287-99-8 benzylamine hydrochloride 
• 51843-48-2 3-Benzylamino-crotonsaeure-anilid 
• 100-46-9 benzylamine 
• 59887-23-9 (Z)-3-(benzylamino)-N-phenylbut-2-enamide 

Relevant articles and documents

Tandem annulation and 1,2-alkyl migration reactions of α-bromo-β-oxoamides and amines: Access to polysubstituted pyrrolin-4-ones

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In Situ Generated TEMPO Oxoammonium Salt Mediated Tandem Cyclization of β-Oxoamides with Amine Hydrochlorides for the Synthesis of Pyrrolin-4-ones

A novel in situ generated TEMPO oxoammonium salt mediated one-pot tandem reaction has been developed for the straightforward construction of pyrrolin-4-ones from readily available β-oxoamides with amine hydrochlorides. The reaction tolerates various functional groups and represents a reliable method for the synthesis of highly substituted pyrrolin-4-ones in good yields under mild conditions. Detailed mechanistic studies disclosed that TEMPO oxoammonium salt generated in situ was crucial for the transformation involving the formation of enaminone precursors in situ by condensation of the β-oxoamides with amines, followed by sequential oxidative coupling with β-oxoamides, intramolecular cyclization, and 1,2-alkyl migration steps.

Efficient synthesis of highly substituted pyrrolin-4-ones via PIFA-mediated cyclization reactions of enaminones

A convenient and efficient synthesis of highly substituted pyrrolin-4-ones is developed via the PIFA-mediated cyclization reactions of readily available enaminones, and a mechanism involving sequential cleavage of N - C bond, formation of new N - C bond, intramolecular addition reaction, and benzilic acid type rearrangement is proposed.