N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline

Base Information

Chemical Name:N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline
CAS No.:253345-30-1
Molecular Formula:C₃₂H₃₃NS₂
Molecular Weight:495.753
Hs Code.:

Synonyms:N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline

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Chemical Property of N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline

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Technology Process of N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline

There total 4 articles about N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]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:

: 253345-27-6
N,N-dibutyl-4-[(E)-2-(5'-iodo-2,2'-bithien-5-yl)-1-ethenyl]aniline

: 536-74-3
phenylacetylene

: 253345-30-1
N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline

Guidance literature:: With triethylamine; copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 48h;
DOI:10.1021/ol991118r

Reference yield:

: 253344-98-8
N,N-dibutyl-4-[(E)-2-(2,2'-bithien-5-yl)-1-ethenyl]aniline

: 253345-30-1
N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / hexane; tetrahydrofuran / 0.17 h / -76 °C

1.2: 93 percent / I₂ / hexane; tetrahydrofuran / -76 °C

2.1: triethylamine / tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; CuI / tetrahydrofuran / 48 h / 20 °C

With n-butyllithium; triethylamine; copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; hexane; 2.1: Sonogashira reaction;
DOI:10.1021/ol991118r

Reference yield:

: 492-97-7
2,2'-Bithiophene

: 253345-30-1
N,N-dibutyl-4-[(E)-2-(5'-phenylethynyl-2,2'-bithien-5-yl)-1-ethenyl]aniline

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 1.5 h / -76 °C

1.2: CuI / hexane; tetrahydrofuran / 1 h / 0 °C

1.3: 73 percent / hexane; tetrahydrofuran; dimethylsulfoxide / 20 h / 56 °C

2.1: 100 percent / NaH; 15-crown-5 / tetrahydrofuran; various solvent(s) / 4 h / 20 °C

3.1: BuLi / hexane; tetrahydrofuran / 0.17 h / -76 °C

3.2: 93 percent / I₂ / hexane; tetrahydrofuran / -76 °C

4.1: triethylamine / tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; CuI / tetrahydrofuran / 48 h / 20 °C

With n-butyllithium; 15-crown-5; sodium hydride; triethylamine; copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; hexane; 2.1: Wittig-Horner reaction / 4.1: Sonogashira reaction;
DOI:10.1021/ol991118r