(E)-N-2-furylidene-4-methoxyaniline

Base Information

• Chemical Name: (E)-N-2-furylidene-4-methoxyaniline
• CAS No.: 100239-11-0
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.225
• Mol file: 100239-11-0.mol

Synonyms:(E)-N-2-furylidene-4-methoxyaniline

Chemical Property of (E)-N-2-furylidene-4-methoxyaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-N-2-furylidene-4-methoxyaniline

There total 9 articles about (E)-N-2-furylidene-4-methoxyaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

furfural (98-01-1) + 4-methoxy-aniline (104-94-9) → N-furfurylidene-p-anisidine (1749-14-0,100239-11-0)

Guidance literature:

With sodium sulfate; In benzene; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.45.1793

Reference yield: 85.0%

furfural (98-01-1) + 4-methoxy-aniline (104-94-9) → (E)-N-2-furylidene-4-methoxyaniline (100239-11-0)

Guidance literature:

With silica gel; In ethanol; at 20 ℃; Ultrasound irradiation;

DOI:10.1016/j.tetlet.2007.01.014

Reference yield: 69.0%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) + para-methoxynitrobenzene (100-17-4) → N-furfurylidene-p-anisidine (1749-14-0,100239-11-0)

Guidance literature:

With potassium phosphate monohydrate; trimethylamine-N-oxide; C₁₈H₂₇FeO₄Si₂; In toluene; at 140 ℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.0c02505

upstream raw materials:

furfural

4-methoxy-aniline

N-(furan-2-ylmethyl)-4-methoxybenzenamine

methanol

Downstream raw materials:

3-Furan-2-yl-5,7-dimethyl-7H-isoxazolo[3,4-d]pyrimidine-4,6-dione

4-methoxy-aniline

(3S,4R)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one

N-(1-(furan-2-yl)-2-phenylethyl)-4-methoxyaniline

Refernces

• 1、 Jiang, Qing,Wang, Jing-Yu,Guo, Cancheng. "Iodine(III)-mediated C-H alkoxylation of aniline derivatives with alcohols under metal-free conditions". . p. 8768 - 8773. Retrieved 2014.
• 2、 Samec, Joseph S.M.,Mony, Laetitia,Baeckvall, Jan-E.. "Efficient ruthenium catalyzed transfer hydrogenation of functionalized imines by isopropanol under controlled microwave heating". . p. 909 - 916. Retrieved 2005.
• 3、 Truong, Phong M.,Mandler, Michael D.,Zavalij, Peter Y.,Doyle, Michael P.. "Tetrahydroquinolines and benzazepines through catalytic diastereoselective formal [4 + 2]-cycloaddition reactions between donor-acceptor cyclopropenes and imines". . p. 3278 - 3281. Retrieved 2013.
• 4、 Elmeligie, Salwa,Taher, Azza. T.,Khalil, Nadia A.,El-said, Ahmed H.. "Synthesis and cytotoxic activity of certain trisubstituted azetidin-2-one derivatives as a cis-restricted combretastatin A-4 analogues". . p. 13 - 24. Retrieved 2017.
• 5、 Samec, Joseph S. M.,Ell, Alida H.,Baeckvall, Jan-E.. "Efficient ruthenium-catalyzed aerobic oxidation of amines by using a biomimetic coupled catalytic system". . p. 2327 - 2334. Retrieved 2005.
• 6、 Suzuki, Takumi,Kuwano, Satoru,Arai, Takayoshi. "Non-Bonding Electron Pair versus π-Electrons in Solution Phase Halogen Bond Catalysis: Povarov Reaction of 2-Vinylindoles and Imines". . p. 3208 - 3212. Retrieved 2020.
• 7、 Abu-Eittah, Rafie Hassan,Hammed, Maher Mohamed. "Studies on the Electronic Absorption Spectra of Some Selected Furan Derivatives. Molecular Orbital Calculations". . p. 844 - 851. Retrieved 1984.
• 8、 Garg, Yuvraj,Tanaka, Fujie. "Enantioselective Direct anti-Selective Mannich-type Reactions Catalyzed by 3-Pyrrolidinecarboxylic Acid in the Presence of Potassium Carbonate: Addition of Potassium Carbonate Improves Enantioselectivities". . p. 4542 - 4546. Retrieved 2020.
• 9、 Barluenga, Jose,Aznar, Fernando,Valdes, Carlos,Cabal, Maria-Paz. "Stereoselective Synthesis of 4-Piperidone and 4-Aminotetrahydropyridine Derivatives by the Imino Diels-Alder Reaction of 2-Amino-1,3-butadienes". . p. 3391 - 3396. Retrieved 1993.
• 10、 Fountoulaki, Stella,Lykakis, Ioannis N.,Tzani, Marina A.. "Polyoxometalate-Driven Ease Conversion of Valuable Furfural to trans- N, N-4,5-Diaminocyclopenten-2-ones". . . Retrieved 2022/02/10.