5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)

Base Information

Chemical Name:5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)
CAS No.:336608-00-5
Molecular Formula:C₂₂H₂₁NO₄S₂
Molecular Weight:427.545
Hs Code.:

Synonyms:5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)

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Chemical Property of 5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)

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Technology Process of 5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)

There total 4 articles about 5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene) 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: 73.0%

: 34904-03-5
4-(N,N-dimethylamino)benzyltriphenylphosphonium iodide

: 336607-95-5
2-formyl-(3,4,3’,4’-diethylenedioxy)-5,2’-bithiophene

: 336608-00-5
5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)

Guidance literature:: 4-(N,N-dimethylamino)benzyltriphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; acetonitrile; at 0 ℃; for 0.25h;

2-formyl-(3,4,3’,4’-diethylenedioxy)-5,2’-bithiophene; In tetrahydrofuran; acetonitrile; at -70 - 20 ℃; for 3h; Further stages.;
DOI:10.1021/jo010713f

Reference yield:

: 195602-17-6
2,2'-bis(3,4-ethylenedioxythiophene)

: 336608-00-5
5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / POCl₃ / 1,2-dichloro-ethane / 18 h / Heating

2.1: t-BuOK / tetrahydrofuran; acetonitrile / 0.25 h / 0 °C

2.2: 73 percent / tetrahydrofuran; acetonitrile / 3 h / -70 - 20 °C

With potassium tert-butylate; trichlorophosphate; In tetrahydrofuran; 1,2-dichloro-ethane; acetonitrile; 1.1: Vilsmeier reaction / 2.2: Wittig reaction;
DOI:10.1021/jo010713f

Reference yield:

: 121-69-7,77733-26-7
N,N-dimethyl-aniline

: 336608-00-5
5-[(E)-(4-N,N-dimethylaminobenzylidene)methyl]-2,2'-bis(3,4-ethylenedioxythiophene)

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / KI; acetic acid / CHCl₃ / 0.17 h

2.1: t-BuOK / tetrahydrofuran; acetonitrile / 0.25 h / 0 °C

2.2: 73 percent / tetrahydrofuran; acetonitrile / 3 h / -70 - 20 °C

With potassium tert-butylate; acetic acid; potassium iodide; In tetrahydrofuran; chloroform; acetonitrile; 2.2: Wittig reaction;
DOI:10.1021/jo010713f