3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid

Base Information

Chemical Name:3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid
CAS No.:1379794-05-4
Molecular Formula:C₅₀H₅₀N₄O₆S₃
Molecular Weight:899.168
Hs Code.:

3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid

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Chemical Property of 3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid

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Technology Process of 3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid

There total 7 articles about 3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-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:

: 1190978-94-9
4,7-dibromo-5,6-bis(hexyloxy)benzo[c][1,2,5]thiadiazole

: 1379794-05-4
3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 100 °C / Inert atmosphere

1.2: 2 h / 20 °C

2.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

3.1: piperidine / tetrahydrofuran; acetonitrile / 14 h / Inert atmosphere; Reflux

With piperidine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1.1: Stille coupling / 2.1: Stille coupling / 3.1: Knoevenagel condensation;
DOI:10.1039/c2jm30427a

Reference yield:

: 1190978-93-8
5,6-bis-hexyloxy-benzo[1,2,5]thiadiazole

: 1379794-05-4
3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: bromine; acetic acid / dichloromethane / 48 h / Darkness; Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 100 °C / Inert atmosphere

2.2: 2 h / 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

4.1: piperidine / tetrahydrofuran; acetonitrile / 14 h / Inert atmosphere; Reflux

With piperidine; bis-triphenylphosphine-palladium(II) chloride; bromine; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.1: Stille coupling / 3.1: Stille coupling / 4.1: Knoevenagel condensation;
DOI:10.1039/c2jm30427a

Reference yield:

: 5-(7-bromo-5,6-bis-hexyloxy-benzo[1,2,5]thiadiazol-4-yl)-thiophene-2-carbaldehyde

: 1379794-05-4
3-{5-[7-(5-{4-[bis-(4-methoxy-phenyl)-amino]-phenyl}-thiophen-2-yl)-5,6-bis-hexyloxybenzo[1,2,5]thiadiazol-4-yl]-thiophen-2-yl}-2-cyano-acrylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

2: piperidine / tetrahydrofuran; acetonitrile / 14 h / Inert atmosphere; Reflux

With piperidine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1: Stille coupling / 2: Knoevenagel condensation;
DOI:10.1039/c2jm30427a