32989-62-1

Basic information

• Product Name: Ethenamine, 2-(5-methoxy-2-nitrophenyl)-N,N-dimethyl-, (E)-
• Synonyms: trans-β-(dimethylamino)-5-methoxy-2-nitrostyrene;trans-β-dimethylamino-5 -methoxy-2-nitrostyrene;trans-β-dimethylamino-5-methoxy-2-nitrostyrene
• CAS NO: 32989-62-1
• Molecular Formula: C11H14N2O3
• Molecular Weight: 222.244
• Mol File: 32989-62-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Ethenamine, 2-(5-methoxy-2-nitrophenyl)-N,N-dimethyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethenamine, 2-(5-methoxy-2-nitrophenyl)-N,N-dimethyl-, (E)-(32989-62-1)
• EPA Substance Registry System: Ethenamine, 2-(5-methoxy-2-nitrophenyl)-N,N-dimethyl-, (E)-(32989-62-1)

Safety Data

• Hazardous Substances Data: 32989-62-1(Hazardous Substances Data)

Upstream product

• 5367-32-8 5-methoxy-2-nitrotoluene 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 2581-34-2 3-methyl-4-nitrophenol 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 1006-94-6 5-methoxylindole 
• 56995-12-1 1-benzenesulfonyl-5-methoxy-1H-indole 
• 143706-87-0 3-carboxy-4-pyridyl 1'-(phenylsulfonyl)-5'-methoxy-2'-indolyl ketone 

Relevant articles and documents

Microwave assisted Leimgruber-Batcho reaction for the preparation of indoles, azaindoles and pyrroylquinolines

The development of enhanced conditions for Lewis acid catalysed Leimgruber-Batcho indole synthesis using microwave acceleration is described. This approach has permitted the preparation of a variety of heteroaromatic enamine intermediates in good yield and high purities. Subsequent catalytic hydrogenation reactions, under various conditions including the use of a solid-phase encapsulated catalyst, furnish the corresponding indole derivatives in good yields.

Intermediates for indoles

Ortho-nitrotoluenes are condensed with formamide acetals to yield the corresponding otho-nitro-β-aminestyrenes which undergo cyclization upon reduction to yield indoles.