5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde

Base Information

Chemical Name:5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde
CAS No.:1376711-50-0
Molecular Formula:C₂₉H₂₄N₂O₂S₂
Molecular Weight:496.654
Hs Code.:

Synonyms:5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde

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Chemical Property of 5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde

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Technology Process of 5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde

There total 6 articles about 5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde 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: 90.0%

: 1376711-47-5
4-(4-methoxy-2-(thiophen-2-yl)thiazol-5-yl)-N,N-dip-tolylaniline

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1376711-50-0
5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde

Guidance literature:: 4-(4-methoxy-2-(thiophen-2-yl)thiazol-5-yl)-N,N-dip-tolylaniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; toluene; at -78 - 20 ℃; for 1.5h;

With ammonium chloride; In tetrahydrofuran; hexane; toluene;
DOI:10.1016/j.dyepig.2012.02.014

Reference yield:

: 20300-02-1
thiophene-2-carbothioamide

: 1376711-50-0
5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene / 24 h / Reflux

2.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h

2.2: 24 h / 20 °C

3.1: hydrazine hydrate / methanol; water / 50 °C

4.1: tri-tert-butyl phosphine; potassium tert-butylate; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 48 h / 90 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere

5.2: 1.5 h / -78 - 20 °C

With n-butyllithium; tri-tert-butyl phosphine; potassium tert-butylate; hydrazine hydrate; potassium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; water; dimethyl sulfoxide; toluene; 1.1: Hantzsch cyclization / 2.2: Williamson-type etherification / 4.1: Hartwige-Buchwald coupling;
DOI:10.1016/j.dyepig.2012.02.014

Reference yield:

: 1376711-44-2
5-(4-nitrophenyl)-2-(thiophen-2-yl)thiazol-4-ol

: 1376711-50-0
5-(5-(4-(di-p-tolylamino)phenyl)-4-methoxythiazol-2-yl)thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h

1.2: 24 h / 20 °C

2.1: hydrazine hydrate / methanol; water / 50 °C

3.1: tri-tert-butyl phosphine; potassium tert-butylate; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 48 h / 90 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere

4.2: 1.5 h / -78 - 20 °C

With n-butyllithium; tri-tert-butyl phosphine; potassium tert-butylate; hydrazine hydrate; potassium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; water; dimethyl sulfoxide; toluene; 1.2: Williamson-type etherification / 3.1: Hartwige-Buchwald coupling;
DOI:10.1016/j.dyepig.2012.02.014