76269-54-0

Basic information

• Product Name: N-(4-methoxybenzylidene)(furan-2-yl)methanamine
• Synonyms: N-(4-methoxybenzylidene)(furan-2-yl)methanamine
• CAS NO: 76269-54-0
• Molecular Weight: 215.252
• Mol File: 76269-54-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-(4-methoxybenzylidene)(furan-2-yl)methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxybenzylidene)(furan-2-yl)methanamine(76269-54-0)
• EPA Substance Registry System: N-(4-methoxybenzylidene)(furan-2-yl)methanamine(76269-54-0)

Safety Data

• Hazardous Substances Data: 76269-54-0(Hazardous Substances Data)

Upstream product

• 2393-23-9 4-methoxy-benzylamine 
• 98-01-1 furfural 
• 1024019-25-7 (E)-1-(furan-2-yl)-N-[(4-methoxyphenyl)methyl]methanimine 
• 617-89-0 furan-2-ylmethanamine 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 340025-61-8 4-N-furfurylamino-4-(4-methoxyphenyl)butene-1 
• 451495-46-8 [((C₅H₄N)2)NiCH(CH₃OC₆H₄)N(CH₂C₄H₃O)C(O)O] 
• 225236-03-3 1-(furan-2-yl)-N-(4-methoxybenzyl)methanamine 
• 1006593-31-2 furan-2-ylmethyl-[1-(4-methoxy-phenyl)-2-oxo-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 76269-44-8 2-(4-methoxyphenyl)-3-furfuryl-6-(4-nitrophenyl)-2,3-dihydro-4H-1,3,5-oxadiazine-4-thione 
• 76269-42-6 2-(4-methoxyphenyl)-3-furfuryl-6-phenyl-2,3-dihydro-4H-1,3,5-oxadiazine-4-thione 

Relevant articles and documents

Iron-Catalyzed Reductive Ethylation of Imines with Ethanol

The borrowing hydrogen strategy has been applied to the ethylation of imines with an air-stable iron complex as precatalyst. This approach opens new perspectives in this area as it enables the synthesis of unsymmetric tertiary amines from readily available substrates and ethanol as a C2 building block. A variety of imines bearing electron-rich aryl or alkyl groups at the nitrogen atom could be efficiently reductively alkylated without the need for molecular hydrogen. The mechanism of this reaction, which shows complete selectivity for ethanol over other alcohols, has been studied experimentally and by means of DFT computations.

Functionalized β-lactams based on (E)-1-(furan-2-yl)-N-[(4-methoxyphenyl)methyl]methanimine and its imine–imine rearrangement initiated by potassium hydride

Functionalized β-lactams were synthesized by reaction of (E)-1-(furan-2-yl)-N-[(4-methoxyphenyl)-methyl]methanimine with ketenes generated in situ from chloro- and dichloroacetic acids and 3-(methoxyimino) butanoic acid. (E)-1-(Furan-2-yl)-N-[(4-methoxyphenyl)methyl]methanimine underwent imine–imine rearrangement by the action of potassium hydride to give thermodynamically more stable (E)-N-[(furan-2-yl)-methyl]-1-(4-methoxyphenyl)methanimine.

Intra-molecular Diels-Alder reactions of citraconamic acids from furfurylamines and citraconic anhydride: Effects of substitution in the furan ring on regioselectivity

Regioselectivity in the intra-molecular Diels-Alder (IMDA) reaction of furfurylcitraconamic acids derived from N-benzylfurfurylamines and citraconic anhydride can be controlled by substituents located in the furan ring and by reaction conditions. Reactions conducted under kinetic conditions resulted in cycloaddition products having methyl and aminomethylene substituent in 1,3-relationship whereas under thermodynamic conditions, excepting in the case of the 3-methylsulfanyl group, the products rearranged to more stable cycloadducts in which the substituents are in 1,2-relationship. Product formation can be explained on the basis of frontier orbital interactions and steric considerations.