7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde

Base Information

Chemical Name:7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde
CAS No.:1393653-91-2
Molecular Formula:C₂₃H₁₅N₃OS₂
Molecular Weight:413.524
Hs Code.:

Synonyms:7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde

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Chemical Property of 7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde

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Technology Process of 7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde

There total 4 articles about 7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-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: 32.0%

: 1393653-88-7
[5-(7-cyano-2,1,3-benzothiadiazol-4-yl)-thiophen-2-yl]-N,N-diphenylamine

: 1393653-91-2
7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde

Guidance literature:: [5-(7-cyano-2,1,3-benzothiadiazol-4-yl)-thiophen-2-yl]-N,N-diphenylamine; With diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; at 20 ℃; for 1h; Saturated solution; Inert atmosphere;
DOI:10.1016/j.tet.2012.05.052

Reference yield:

: 854516-35-1
[5-(7-bromobenzo[1,2,5]thiadiazol-4-yl)thiophen-2-yl]diphenylamine

: 1393653-91-2
7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / Reflux; Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C / Saturated solution; Inert atmosphere

With diisobutylaluminium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Rosenmund von Braun synthesis;
DOI:10.1016/j.tet.2012.05.052

Reference yield:

: 15155-41-6
4,7-dibromobenzo[c][1,2,5]thiadiazole

: 1393653-91-2
7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazole-4-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / Reflux; Inert atmosphere

3.1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3.2: 1 h / 20 °C / Saturated solution; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; diisobutylaluminium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: Rosenmund von Braun synthesis;
DOI:10.1016/j.tet.2012.05.052