4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile

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Chemical Name:4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile
CAS No.:1620996-82-8
Molecular Formula:C₃₇H₄₃N₃O₂S₂
Molecular Weight:625.899
Hs Code.:

Synonyms:4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile

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Chemical Property of 4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile

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Technology Process of 4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile

There total 4 articles about 4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile 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: 94.0%

: 1335015-92-3
3-(5-bromo-thiophen-2-yl)-2,5-dioctyl-6-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrole-1,4-dione

: 126747-14-6
4-cyanophenylboronic acid

: 1620996-82-8
4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; at 110 ℃; for 12h; Inert atmosphere; Schlenk technique;
DOI:10.1039/c4cc04020a

Reference yield:

: 1057401-08-7
3,6-dithien-2-yl-2,5-dioctyl-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrole-1,4-dione

: 1620996-82-8
4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide / chloroform / 20 °C / Inert atmosphere; Schlenk technique

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; water; ethanol / 12 h / 110 °C / Inert atmosphere; Schlenk technique

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; chloroform; water; toluene; 2: |Suzuki Coupling;
DOI:10.1039/c4cc04020a

Reference yield:

: 3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

: 1620996-82-8
4-{5-[2,5-dioctyl-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl]thiophen-2-yl}benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere; Schlenk technique

1.2: 18 h / 60 °C / Inert atmosphere; Schlenk technique

2.1: N-Bromosuccinimide / chloroform / 20 °C / Inert atmosphere; Schlenk technique

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; water; ethanol / 12 h / 110 °C / Inert atmosphere; Schlenk technique

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; potassium carbonate; In ethanol; chloroform; water; N,N-dimethyl-formamide; toluene; 3.1: |Suzuki Coupling;
DOI:10.1039/c4cc04020a