2-(2-THIENYL)QUINOXALINE

Base Information

• Chemical Name: 2-(2-THIENYL)QUINOXALINE
• CAS No.: 40353-41-1
• Molecular Formula: C12H8N2S
• Molecular Weight: 212.27
• Hs Code.: 2934999090
• Mol file: 40353-41-1.mol

Synonyms:2-(2-Thienyl)quinoxaline;

Chemical Property of 2-(2-THIENYL)QUINOXALINE

Chemical Property:

• Vapor Pressure: 4.19E-05mmHg at 25°C
• Refractive Index: 1.693
• Boiling Point: 361.9 °C at 760 mmHg
• Flash Point: 168.1 °C
• PSA: 54.02000
• Density: 1.288 g/cm³
• LogP: 3.35830

Purity/Quality:

98%min ^*data from raw suppliers

2-(Thiophen-2-yl)quinoxaline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-THIENYL)QUINOXALINE

There total 33 articles about 2-(2-THIENYL)QUINOXALINE 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%

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-(thiophen-2-yl)ethan-1-one + 1,2-diamino-benzene (95-54-5) → 2-(thiophen-2-yl)quinoxaline (40353-41-1)

Guidance literature:

With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydrogencarbonate; In dichloromethane; at 60 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.202000411

Reference yield: 97.0%

2-chloroquinoxaline (1448-87-9) + 2-thiopheneboronic acid MIDA ester (1158984-92-9) → 2-(thiophen-2-yl)quinoxaline (40353-41-1)

Guidance literature:

2-chloroquinoxaline; 2-thiopheneboronic acid MIDA ester; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In 1,4-dioxane; at 23 ℃; for 0.166667h; Inert atmosphere;

With potassium phosphate; water; In 1,4-dioxane; at 23 - 60 ℃; for 6.5h; Inert atmosphere;

Reference yield: 96.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,3-diethynylquinoxaline (91-19-0) → 2-(thiophen-2-yl)quinoxaline (40353-41-1)

Guidance literature:

thiophene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -78 - -10 ℃; for 1h; Inert atmosphere;

2,3-diethynylquinoxaline; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 11h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

DOI:10.1021/acs.joc.0c02252

upstream raw materials:

oxo-thiophen-2-yl-acetaldehyde

1,2-diamino-benzene

2-oxo-2-(thiophen-2-yl)acetaldehyde oxime

1,2-Dihydro-2-(2-thienyl)chinoxalin

Downstream raw materials:

2-(5-bromothiophen-2-yl)quinoxaline

Refernces

• 1、 Dubovtsev, Alexey Yu.,Shcherbakov, Nikolay V.,Dar'in, Dmitry V.,Kukushkin, Vadim Yu.. "Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls". . p. 745 - 757. Retrieved 2020/02/04.
• 2、 Che, Tong,Kang, Hua-Jie,Peng, Dongming,Shu, Bing,Song, Jia-Lin,Wang, Xiao-Tong,Xie, Hui,Zhang, Luyong,Zhang, Shang-Shi,Zhong, Mei. "Iridium-Catalyzed [4+2] Annulations of β-Keto Sulfoxonium Ylides and o-Phenylenediamines: Mild and Facile Synthesis of Quinoxaline Derivatives". supporting information. . Retrieved 2020/06/25.