2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid

Base Information

• Chemical Name: 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid
• CAS No.: 1417897-03-0
• Molecular Formula: C₃₄H₂₃N₃O₂S₂
• Molecular Weight: 569.708

Synonyms:2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid

Chemical Property of 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid

Chemical Property:

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Technology Process of 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid

There total 9 articles about 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-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: 71.0%

5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophene-2-carbaldehyde (1417897-01-8) + cyanoacetic acid (372-09-8) → 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid (1417897-03-0)

Guidance literature:

With ammonium acetate; acetic acid; for 5h; Reflux; Inert atmosphere;

DOI:10.1016/j.dyepig.2012.11.004

Reference yield:

1.4-dibromobenzene (106-37-6) → 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid (1417897-03-0)

Guidance literature:

Multi-step reaction with 9 steps

1: nitric acid; sulfuric acid / dichloromethane / 0.83 h / 20 °C

2: iron; acetic acid / 5 h / 70 °C

3: pyridine / 1 h / Reflux

4: Hexamethyldisiloxane; tetraphosphorus decasulfide; Lawessons reagent / toluene / 5 h / 60 °C

5: sodium hydroxide; potassium hexacyanoferrate(III) / water; ethanol / 2 h / 95 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; toluene; water / 24 h / Reflux; Inert atmosphere

7: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 18 h / 80 °C / Inert atmosphere

8: acetic acid / water / 5 h / 50 °C

9: acetic acid; ammonium acetate / 5 h / Reflux; Inert atmosphere

With Lawessons reagent; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetraphosphorus decasulfide; Hexamethyldisiloxane; sulfuric acid; ammonium acetate; nitric acid; iron; sodium carbonate; acetic acid; sodium hydroxide; potassium hexacyanoferrate(III); In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 6: |Suzuki Coupling / 7: |Stille Cross Coupling / 9: |Knoevenagel Condensation;

DOI:10.1016/j.dyepig.2012.11.004

Reference yield:

N-(2,5-dibromophenyl)ethanethioamide (110704-51-3) → 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid (1417897-03-0)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydroxide; potassium hexacyanoferrate(III) / water; ethanol / 2 h / 95 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; toluene; water / 24 h / Reflux; Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 18 h / 80 °C / Inert atmosphere

4: acetic acid / water / 5 h / 50 °C

5: acetic acid; ammonium acetate / 5 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; sodium carbonate; acetic acid; sodium hydroxide; potassium hexacyanoferrate(III); In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene; 2: |Suzuki Coupling / 3: |Stille Cross Coupling / 5: |Knoevenagel Condensation;

DOI:10.1016/j.dyepig.2012.11.004

upstream raw materials:

1.4-dibromobenzene

1,4-dibromo-2-nitrobenzene

2,5-dibromoaniline

N-(2,5-dibromophenyl)acetamide

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