(E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid

Base Information

Chemical Name:(E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid
CAS No.:1427456-15-2
Molecular Formula:C₆₀H₇₂N₆O₂S₂
Molecular Weight:973.403
Hs Code.:

Synonyms:(E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid

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Chemical Property of (E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid

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Technology Process of (E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid

There total 10 articles about (E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic 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: 62.0%

: 1440528-86-8
4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde

: 372-09-8
cyanoacetic acid

: 1427456-15-2
(E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid

Guidance literature:: With ammonium acetate; In acetic acid; at 20 - 110 ℃; for 4h;
DOI:10.1021/ol4001685

Reference yield:

: 50670-58-1
4-formyl-4'-bromobiphenyl

: 1427456-15-2
(E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene / 20 h / Reflux; Dean-Stark

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / -78 °C

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 20 h / Reflux

4.1: ammonium acetate / acetic acid / 4 h / 20 - 110 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; ammonium acetate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; water; acetic acid; toluene;
DOI:10.1021/ol4001685

Reference yield:

: 615-16-7
1,3-dihydro-2H-benzimidazol-2-one

: 1427456-15-2
(E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydroxide; tetrabutylammomium bromide / water; toluene / 10 h / 60 °C

2: sulfuric acid; iodine; sodium periodate / water; acetic acid / 8 h / 40 °C

3: copper(l) iodide; [2,2]bipyridinyl; potassium tert-butylate / toluene / 14 h / 140 °C / Sealed tube

4: Lawessons reagent / toluene / 12 h / 110 °C

5: N-Bromosuccinimide / tetrachloromethane / 4 h / 20 - 75 °C

6: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 20 h / Reflux

7: ammonium acetate / acetic acid / 4 h / 20 - 110 °C

With Lawessons reagent; [2,2]bipyridinyl; sodium periodate; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; potassium tert-butylate; ammonium acetate; tetrabutylammomium bromide; iodine; potassium carbonate; sodium hydroxide; In tetrahydrofuran; tetrachloromethane; water; acetic acid; toluene;
DOI:10.1021/ol4001685