(E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid

Base Information

• Chemical Name: (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid
• CAS No.: 1275614-96-4
• Molecular Formula: C₃₄H₂₃FN₂O₄S
• Molecular Weight: 574.632
• Mol file: 1275614-96-4.mol

Synonyms:(E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid

Chemical Property of (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid

There total 5 articles about (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)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: 53.0%

4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-95-3) + 2-cyanoacrylic acid (15802-18-3) → (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid (1275614-96-4)

Guidance literature:

With ammonium acetate; In acetic acid; at 140 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c0jm02433c

Reference yield:

4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde (1275614-93-1) → (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid (1275614-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

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

3: ammonium acetate / acetic acid / 6 h / 140 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; potassium carbonate; In tetrahydrofuran; water; acetic acid; N,N-dimethyl-formamide; 2: Suzuki coupling;

DOI:10.1039/c0jm02433c

Reference yield:

2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane (250726-93-3) → (E)-2-cyano-3-(4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorophenyl)acrylic acid (1275614-96-4)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

4: ammonium acetate / acetic acid / 6 h / 140 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; potassium carbonate; In tetrahydrofuran; water; acetic acid; N,N-dimethyl-formamide; 1: Suzuki coupling / 3: Suzuki coupling;

DOI:10.1039/c0jm02433c

upstream raw materials:

4-(7-bromo-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

4-(diphenylamino)phenyl boronic acid

4-(7-(4-(diphenylamino)phenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-fluorobenzaldehyde

2-cyanoacrylic acid