256421-22-4

Basic information

• Product Name: N-(2-methoxy-1-phenylbuta-2,3-dienyl)-p-toluenesulfonamide
• Synonyms: N-(2-methoxy-1-phenylbuta-2,3-dienyl)-p-toluenesulfonamide
• CAS NO: 256421-22-4
• Molecular Weight: 329.42
• Mol File: 256421-22-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(2-methoxy-1-phenylbuta-2,3-dienyl)-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-methoxy-1-phenylbuta-2,3-dienyl)-p-toluenesulfonamide(256421-22-4)
• EPA Substance Registry System: N-(2-methoxy-1-phenylbuta-2,3-dienyl)-p-toluenesulfonamide(256421-22-4)

Safety Data

• Hazardous Substances Data: 256421-22-4(Hazardous Substances Data)

Upstream product

• 13169-00-1 Methoxyallene 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 51608-60-7 phenyl N-tosyl imine 

Downstream Products

• 62524-30-5 1H-2-phenyl-3-methoxypyrrole 
• 111047-53-1 methyl 2-((4-methylphenyl)sulfonamido)-2-phenylacetate 
• 256421-23-5 3-methoxy-2-phenyl-1-tosyl-2,5-dihydro-1H-pyrrole 
• 1159-32-6 (±)-2-phenyl-1-tosylpyrrolidin-3-one 
• 341979-61-1 3-methoxy-2-phenyl-2,5-dihydropyrrole 

Relevant articles and documents

An expedient synthesis of pyrrole derivatives by reaction of lithiated methoxyallenes with imines

Addition of lithiated methoxyallene 2 to imines provided the expected allenyl amines in good yield. These could be cyclized with base or with silver nitrate to a variety of 2,5-dihydropyrrole derivatives. Selected examples describe their conversion to pyrrolidin-3-ones or 3-methoxypyrroles. Most importantly, this [3+2] cyclization method could also be applied to the synthesis of 2,5-disubstituted derivatives such as 26-28 and also to the preparation of the enantiopure compound 23.

A four-component synthesis of highly substituted imidazole derivatives

Addition of lithiated methoxyallene 1 to imines 2 provided allenyl amines 3, which upon reaction with iodine and nitriles furnished dihydroimidazole derivatives 5. Treatment of these intermediates with strong acids such as trifluoromethane sulfonic acid a