1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene

Base Information

Chemical Name:1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene
CAS No.:1263306-06-4
Molecular Formula:C₂₅H₁₈ClF₆NS₂
Molecular Weight:546
Hs Code.:

Synonyms:1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene

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Chemical Property of 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene

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Technology Process of 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene

There total 6 articles about 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene 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: 44.0%

: 1263305-89-0
4-[(4-iodo-5-methylthiophen-2-yl)ethynyl]-N,N-dimethylaniline

: 499204-88-5
(5-chloro-2-methyl-3-thienyl)perfluorocyclopentene

: 1263306-06-4
1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene

Guidance literature:: 4-[(4-iodo-5-methylthiophen-2-yl)ethynyl]-N,N-dimethylaniline; With n-butyllithium; In diethyl ether; hexane; at -80 ℃; for 1h; Inert atmosphere;

(5-chloro-2-methyl-3-thienyl)perfluorocyclopentene; In diethyl ether; hexane; at -80 - 20 ℃; for 17h; Inert atmosphere;
DOI:10.1016/j.dyepig.2010.03.018

Reference yield:

: 554-14-3
2-Methylthiophene

: 1263306-06-4
1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene

Guidance literature:: Multi-step reaction with 3 steps

1.1: iodine; iodic acid; acetic acid / chloroform; water / 24 h / Reflux

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / diethyl ether / 20 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / diethyl ether; hexane / 1 h / -80 °C / Inert atmosphere

3.2: 17 h / -80 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; iodine; iodic acid; acetic acid; diisopropylamine; In diethyl ether; hexane; chloroform; water; 2.1: Sonogashira coupling;
DOI:10.1016/j.dyepig.2010.03.018

Reference yield:

: 61074-71-3
3-bromo-5-chloro-2-methylthiophene

: 1263306-06-4
1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-[4-ethenyl-N,N-dimethylaniline]-3-thienyl)perfluorocyclopentene

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.25 h / -80 °C / Inert atmosphere

1.2: 4 h / -80 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether; hexane / 1 h / -80 °C / Inert atmosphere

2.2: 17 h / -80 - 20 °C / Inert atmosphere

With n-butyllithium; In diethyl ether; hexane;
DOI:10.1016/j.dyepig.2010.03.018