N-[(1E)-1-(thiophen-2-yl)ethylidene]aniline

Base Information

• Chemical Name: N-[(1E)-1-(thiophen-2-yl)ethylidene]aniline
• CAS No.: 17424-76-9
• Molecular Formula: C12H11 N S
• Molecular Weight: 201.292
• Mol file: 17424-76-9.mol

Synonyms:Aniline,N-(a-methyl-2-thenylidene)- (8CI);NSC 155597

Chemical Property of N-[(1E)-1-(thiophen-2-yl)ethylidene]aniline

Chemical Property:

• Vapor Pressure: 0.00403mmHg at 25°C
• Boiling Point: 288.5°Cat760mmHg
• Flash Point: 128.3°C
• Density: 1.07g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(1E)-1-(thiophen-2-yl)ethylidene]aniline

There total 3 articles about N-[(1E)-1-(thiophen-2-yl)ethylidene]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: 65.0%

2-ethynyl-thiophene (4298-52-6) + aniline (62-53-3) → N-phenyl-1-(thiophen-2-yl)ethan-1-imine (17424-76-9)

Guidance literature:

With [Au₂₅(SCH₂CH₂Ph)₁₈]⁰; In neat (no solvent); at 70 ℃; for 24h; Schlenk technique;

DOI:10.1055/s-0037-1610671

Reference yield: 65.0%

(2-thiophenyl)-2-methyldiazomethane + N-Phenylhydroxylamine (100-65-2) → N-phenyl-1-(thiophen-2-yl)ethan-1-imine (17424-76-9)

Guidance literature:

(2-thiophenyl)-2-methyldiazomethane; With manganese(IV) oxide; magnesium sulfate; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

N-Phenylhydroxylamine; With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01312

Reference yield:

2-Acetylthiophene (88-15-3,97511-16-5) + aniline (62-53-3) → N-phenyl-1-(thiophen-2-yl)ethan-1-imine (17424-76-9)

Guidance literature:

With sulfuric acid; In toluene; at 120 ℃; for 24h; Molecular sieve; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00709

upstream raw materials:

2-ethynyl-thiophene

aniline

2-Acetylthiophene

N-Phenylhydroxylamine

Downstream raw materials:

2-(thiophen-2-yl)quinoxaline

2-acetyl-3-(p-methoxyphenyl)thiophene

C₁₂H₉ClOS

C₁₂H₉FOS

Refernces

• 1、 Nagata, Tatsuki,Adachi, Yurina,Obora, Yasushi. "Thiolate-Protected Au 25 (SC 2 H 4 Ph) 18 Nanoclusters as a Catalyst for Intermolecular Hydroamination of Terminal Alkynes". . p. 2655 - 2659. Retrieved 2018/12/14.
• 2、 Sun, Qiu,Wang, Yaorong,Yuan, Dan,Yao, Yingming,Shen, Qi. "Zirconium complexes stabilized by amine-bridged bis(phenolato) ligands as precatalysts for intermolecular hydroamination reactions". . p. 20352 - 20360. Retrieved 2015/12/04.