2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid

Base Information

Chemical Name:2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid
CAS No.:1393653-94-5
Molecular Formula:C₂₆H₁₆N₄O₂S₂
Molecular Weight:480.571
Hs Code.:

Synonyms:2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid

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Chemical Property of 2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid

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Technology Process of 2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid

There total 5 articles about 2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid 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: 94.0%

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

: 372-09-8
cyanoacetic acid

: 1393653-94-5
2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid

Guidance literature:: With ammonium acetate; acetic acid; at 80 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tet.2012.05.052

Reference yield:

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

: 1393653-94-5
2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid

Guidance literature:: Multi-step reaction with 4 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

4.1: ammonium acetate; acetic acid / 2 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; ammonium acetate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: Rosenmund von Braun synthesis / 4.1: Knoevenagel condensation;
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

: 1393653-94-5
2-cyano-3-[7-(5-N,N-diphenylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]acrylic acid

Guidance literature:: Multi-step reaction with 3 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

3.1: ammonium acetate; acetic acid / 2 h / 80 °C / Inert atmosphere

With ammonium acetate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Rosenmund von Braun synthesis / 3.1: Knoevenagel condensation;
DOI:10.1016/j.tet.2012.05.052