100239-11-0

Basic information

• Product Name: (E)-N-2-furylidene-4-methoxyaniline
• Synonyms: (E)-N-2-furylidene-4-methoxyaniline
• CAS NO: 100239-11-0
• Molecular Weight: 201.225
• Mol File: 100239-11-0.mol
• Article Data: 64

Chemical Properties

• CAS DataBase Reference: (E)-N-2-furylidene-4-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-2-furylidene-4-methoxyaniline(100239-11-0)
• EPA Substance Registry System: (E)-N-2-furylidene-4-methoxyaniline(100239-11-0)

Safety Data

• Hazardous Substances Data: 100239-11-0(Hazardous Substances Data)

Upstream product

• 98-01-1 furfural 
• 104-94-9 4-methoxy-aniline 
• 17377-97-8 N-(furan-2-ylmethyl)-4-methoxybenzenamine 
• 98-00-0 (2-furyl)methyl alcohol 
• 100-17-4 para-methoxynitrobenzene 
• 67-56-1 methanol 
• 62-53-3 aniline 

Downstream Products

• 31136-75-1 2-(furan-2-yl)-2-[(4-methoxyphenyl)amino]acetonitrile 

Relevant articles and documents

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Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator

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Ru-Catalyzed Carbonylative Murai Reaction: Directed C3-Acylation of Biomass-Derived 2-Formyl Heteroaromatics

The Murai reaction is a ruthenium-catalyzed transformation leading to alkylated arenes through the C?C bond formation between an alkene and an arene bearing a directing group. Discovered in the nineties, this useful C?H activation based coupling has been the object of intense study since its discovery. After having studied the Murai reaction on 2-formylfurans of biomass derivation, we describe here the carbonylative version applied to 2-formylfurans, 2-formylpyrrols and 2-formylthiophenes. This acylation reaction takes place regioselectively at C3 position of the heterocyclopentadienes thanks to the installation of removable imine directing groups. The transformation can be achieved by treating the two reaction partners with a catalytic amount of Ru3(CO)12, in toluene at 120–150 °C, after CO bubbling, at atmospheric pressure. DFT computations of the full catalytic cycle help in deciphering the mechanism of this transformation, and to rationalize the different behaviors depending on the nature of imine directing groups. (Figure presented.).

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Polyoxometalate-Driven Ease Conversion of Valuable Furfural to trans- N, N-4,5-Diaminocyclopenten-2-ones

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