5-(2-THIENYL)-3,4-DIHYDRO-2H-PYRROLE

Base Information

• Chemical Name: 5-(2-THIENYL)-3,4-DIHYDRO-2H-PYRROLE
• CAS No.: 5424-42-0
• Molecular Formula: C₈H₉NS
• Molecular Weight: 151.232
• Hs Code.: 2934999090
• Mol file: 5424-42-0.mol

Synonyms:1-Pyrroline,2-(2-thienyl)- (6CI); NSC 12213

Chemical Property of 5-(2-THIENYL)-3,4-DIHYDRO-2H-PYRROLE

Chemical Property:

• Vapor Pressure: 0.118mmHg at 25°C
• Boiling Point: 227.2°Cat760mmHg
• Flash Point: 91.2°C
• PSA: 40.60000
• Density: 1.22g/cm³
• LogP: 1.76660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

5-Thiophen-2-yl-3,4-dihydro-2H-pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(2-THIENYL)-3,4-DIHYDRO-2H-PYRROLE

There total 13 articles about 5-(2-THIENYL)-3,4-DIHYDRO-2H-PYRROLE 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: 82.0%

cyclopropyl(2-thienyl)methanone (6193-47-1) → 2-(2-thienyl)pyrroline (5424-42-0)

Guidance literature:

With zirconium triflate; toluene-4-sulfonamide; In 1,2-dichloro-ethane; at 60 ℃; for 48h;

DOI:10.1055/s-2004-829062

Reference yield: 75.0%

2-(1-azidocyclobutyl)thiophene → 2-(2-thienyl)pyrroline (5424-42-0)

Guidance literature:

In o-xylene; at 160 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.202100329

Reference yield: 65.0%

2-thienyl lithium (2786-07-4) + 1-ethenyl-2-pyrrolidinone (88-12-0) → 2-(2-thienyl)pyrroline (5424-42-0)

Guidance literature:

2-thienyl lithium; 1-ethenyl-2-pyrrolidinone;

With hydrogenchloride;

With potassium hydroxide;

DOI:10.1016/j.tet.2004.10.006

upstream raw materials:

4-oxo-4-(thiophen-2-yl)butanenitrile

4-Chlorobutyronitrile

2-thienylmagnesium iodide

2-thienyl lithium

Downstream raw materials:

2-(thiophene-2-yl)pyrrolidine

Refernces

• 1、 Zhuang, Daijiao,Gatera, Tharcisse,An, Zhenyu,Yan, Rulong. "Iron-Catalyzed Ring Expansion of Cyclobutanols for the Synthesis of 1-Pyrrolines by Using MsONH3OTf". supporting information. p. 771 - 775. Retrieved 2022/01/20.
• 2、 Jiao, Ning,Li, Xinyao,Luo, Xiao,Song, Song,Wang, Weijin,Wen, Xiaojin. "Intramolecular Csp3-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines". . p. 4482 - 4487. Retrieved 2020/05/18.