2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile

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Chemical Name:2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile
CAS No.:1357600-04-4
Molecular Formula:C₅₀H₃₆N₆S₅
Molecular Weight:881.206
Hs Code.:

Synonyms:2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile

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Chemical Property of 2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile

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Technology Process of 2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile

There total 8 articles about 2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile 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: 66.0%

: 1357600-14-6
5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithiophene-5-carbaldehyde)

: 109-77-3
malononitrile

: 1357600-04-4
2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile

Guidance literature:: With piperidine; In 1,2-dichloro-ethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c2jm13285k

Reference yield:

: 1357600-05-5
3,4:3'',4''-tetraethyl-3'4'-dinitro-2,2':5',2''-terthiophene

: 1357600-04-4
2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile

Guidance literature:: Multi-step reaction with 6 steps

1: palladium 10% on activated carbon; hydrazine hydrate / ethanol / 2 h / Inert atmosphere

2: methanol / 12 h / 70 °C / Inert atmosphere

3: N-Bromosuccinimide; acetic acid / chloroform / 1 h / 0 - 20 °C / Darkness; Inert atmosphere

4: potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri tert-butylphosphoniumtetrafluoroborate / tetrahydrofuran; water / 0.67 h / 90 °C / Microwave irradiation; Inert atmosphere

5: water; toluene-4-sulfonic acid / tetrahydrofuran / 12 h / 20 °C

6: piperidine / 1,2-dichloro-ethane / 12 h / 20 °C / Inert atmosphere

With piperidine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; N-Bromosuccinimide; palladium 10% on activated carbon; water; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; methanol; ethanol; chloroform; water; 1,2-dichloro-ethane; 4: Suzuki coupling / 6: Knoevenagel condensation;
DOI:10.1039/c2jm13285k

Reference yield:

: 1357600-11-3
5,7-bis(3,4-diethylthien-2-yl)-2,3-diphenylthieno[3,4-b]pyrazine

: 1357600-04-4
2,2'-(5',5''-(2,3-diphenylthieno[3,4-b]pyrazine-5,7-diyl)bis(3',4'-diethyl-2,2'-bithien-5',5-diyl))bis(methan-1-yl-1-ylidene)dimalononitrile

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide; acetic acid / chloroform / 1 h / 0 - 20 °C / Darkness; Inert atmosphere

2: potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri tert-butylphosphoniumtetrafluoroborate / tetrahydrofuran; water / 0.67 h / 90 °C / Microwave irradiation; Inert atmosphere

3: water; toluene-4-sulfonic acid / tetrahydrofuran / 12 h / 20 °C

4: piperidine / 1,2-dichloro-ethane / 12 h / 20 °C / Inert atmosphere

With piperidine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; N-Bromosuccinimide; water; toluene-4-sulfonic acid; acetic acid; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; chloroform; water; 1,2-dichloro-ethane; 2: Suzuki coupling / 4: Knoevenagel condensation;
DOI:10.1039/c2jm13285k