4-methoxy-N-(thiophen-2-ylmethyl)aniline

Base Information

• Chemical Name: 4-methoxy-N-(thiophen-2-ylmethyl)aniline
• CAS No.: 3139-29-5
• Molecular Formula: C12H13 N O S
• Molecular Weight: 219.307
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30357094
• Nikkaji Number: J2.391.510C
• Wikidata: Q82136829
• Mol file: 3139-29-5.mol

Synonyms:3139-29-5;4-methoxy-N-(thiophen-2-ylmethyl)aniline;N-(4-methoxyphenyl)-N-(thien-2-ylmethyl)amine;4-Methoxy-N-[(thiophen-2-yl)methyl]aniline;Oprea1_140265;DTXSID30357094;STL252817;4-Methoxy-N-(2-thienylmethyl)aniline;AKOS000241507;4-methoxy-N-(thien-2-ylmethyl)aniline;BAS 03797098;EN300-11575;Z57052844;F1984-0257

Chemical Property of 4-methoxy-N-(thiophen-2-ylmethyl)aniline

Chemical Property:

• Vapor Pressure: 3.9E-05mmHg at 25°C
• Boiling Point: 352.2°Cat760mmHg
• Flash Point: 166.8°C
• PSA: 49.50000
• Density: 1.197g/cm³
• LogP: 3.44180
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 219.07178521
• Heavy Atom Count: 15
• Complexity: 181

Purity/Quality:

4-methoxy-N-(thiophen-2-ylmethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NCC2=CC=CS2

Technology Process of 4-methoxy-N-(thiophen-2-ylmethyl)aniline

There total 7 articles about 4-methoxy-N-(thiophen-2-ylmethyl)aniline 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%

thiophene-2-carbaldehyde (98-03-3) + 4-methoxy-aniline (104-94-9) → 4-methoxy-N-[(thiophen-2-yl)methyl]aniline (3139-29-5)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; S-benzyl isothiouronium chloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2011.07.024

Reference yield: 62.0%

4-methoxy-N-(thiophen-2-ylmethylene)aniline (13533-27-2) → 4-methoxy-N-[(thiophen-2-yl)methyl]aniline (3139-29-5)

Guidance literature:

With sodium tetrahydroborate; boric acid; In tetrahydrofuran; methanol; at 0 - 20 ℃;

DOI:10.1007/s00044-017-1853-6

Reference yield:

thiophene-2-carbaldehyde (98-03-3) → 4-methoxy-N-[(thiophen-2-yl)methyl]aniline (3139-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 - 120 °C / Irradiation

2: sodium tetrahydroborate; boric acid / methanol; tetrahydrofuran / 0 - 20 °C

With sodium tetrahydroborate; boric acid; In tetrahydrofuran; methanol;

DOI:10.1007/s00044-017-1853-6

upstream raw materials:

2-Chloromethylthiophene

4-methoxy-aniline

thiophene-2-carbaldehyde

4-methoxy-N-(thiophen-2-ylmethylene)aniline

Downstream raw materials:

2-((4-methoxyphenyl)amino)-2-(thiophen-2-yl)acetonitrile

C₁₃H₁₂N₂OS

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

Refernces

• 1、 ?ahin, Neslihan,?zdemir, Nam?k,Gürbüz, Nevin,?zdemir, ?smail. "Novel N-Alkylbenzimidazole-Ruthenium (II) complexes: Synthesis and catalytic activity of N-alkylating reaction under solvent-free medium". . . Retrieved 2019/01/04.
• 2、 Kuznetsov, Dmitry M.,Kutateladze, Andrei G.. "Step-Economical Photoassisted Diversity-Oriented Synthesis: Sustaining Cascade Photoreactions in Oxalyl Anilides to Access Complex Polyheterocyclic Molecular Architectures". supporting information. p. 16584 - 16590. Retrieved 2017/11/28.