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

Base Information

• Chemical Name: N-(furan-2-ylmethyl)-4-methoxyaniline
• CAS No.: 17377-97-8
• Molecular Formula: C12H13 N O2
• Molecular Weight: 203.241
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID60355301
• Nikkaji Number: J1.408.634J
• Wikidata: Q82134099
• ChEMBL ID: CHEMBL438182
• Mol file: 17377-97-8.mol

Synonyms:17377-97-8;N-(furan-2-ylmethyl)-4-methoxyaniline;Furan-2-ylmethyl-(4-methoxy-phenyl)-amine;N-[(Furan-2-yl)methyl]-4-methoxyaniline;furan-2-ylmethyl(4-methoxyphenyl)amine;2-Furanmethanamine, N-(4-methoxyphenyl)-;n-(2-furylmethyl)-4-methoxyaniline;BAS 04444743;Oprea1_245560;Oprea1_711386;CHEMBL438182;DTXSID60355301;STL208147;AKOS000241555;SB61305;NCGC00323847-01;FT-0637547;n-(2-furylmethyl)-n-(4-methoxyphenyl)amine;EN300-33054;AB01318793-02;A881741;F1984-0258

Chemical Property of N-(furan-2-ylmethyl)-4-methoxyaniline

Chemical Property:

• Vapor Pressure: 2.82E-15mmHg at 25°C
• Boiling Point: 324.2°Cat760mmHg
• Flash Point: 149.9°C
• PSA: 34.40000
• Density: 1.152g/cm³
• LogP: 2.97330
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

98%min ^*data from raw suppliers

Furan-2-ylmethyl-(4-methoxy-phenyl)-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NCC2=CC=CO2

Technology Process of N-(furan-2-ylmethyl)-4-methoxyaniline

There total 13 articles about N-(furan-2-ylmethyl)-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: 99.0%

(E)-N-2-furylidene-4-methoxyaniline (100239-11-0) → N-(furan-2-ylmethyl)-4-methoxybenzenamine (17377-97-8)

Guidance literature:

With trimethylamine-N-oxide; [bis(hexamethylene)cyclopentadienone]iron tricarbonyl; isopropyl alcohol; at 100 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1002/ejoc.201801348

Reference yield: 95.0%

furan-2-ylmethanamine (617-89-0) + 4-chloromethoxybenzene (623-12-1) → N-(furan-2-ylmethyl)-4-methoxybenzenamine (17377-97-8)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; C₂₈H₃₂O₃P₂S; sodium t-butanolate; In dichloromethane; toluene; at 65 ℃; for 16h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/acs.organomet.8b00451

Reference yield: 85.0%

furfural (98-01-1) + 4-methoxy-aniline (104-94-9) → N-(furan-2-ylmethyl)-4-methoxybenzenamine (17377-97-8)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; S-benzyl isothiouronium chloride; In toluene; at 70 ℃; for 12h;

DOI:10.1016/j.tetlet.2011.07.024

upstream raw materials:

N-furfurylidene-p-anisidine

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

furfural

4-methoxy-aniline

Downstream raw materials:

2-(4-methoxy-phenyl)-1,2,3,6,7,7a-hexahydro-3a,6-epioxido-isoindole

6-[Furan-2-ylmethyl-(4-methoxy-phenyl)-amino]-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde

C₁₃H₁₂N₂O₂

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

Refernces

• 1、 Cettolin, Mattia,Bai, Xishan,Lübken, Dennis,Gatti, Marco,Facchini, Sofia Vailati,Piarulli, Umberto,Pignataro, Luca,Gennari, Cesare. "Improving C=N bond reductions with (Cyclopentadienone)iron complexes: Scope and limitations". . p. 647 - 654. Retrieved 2018/10/24.
• 2、 Gouse, Shaik,Reddy, Narra Rajashekar,Baskaran, Sundarababu. "A Domino Aza-Piancatelli Rearrangement/Intramolecular Diels-Alder Reaction: Stereoselective Synthesis of Octahydro-1 H-cyclopenta[ cd]isoindole". supporting information. p. 3822 - 3827. Retrieved 2019/05/24.