4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline)

Base Information

• Chemical Name: 4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline)
• CAS No.: 1616379-37-3
• Molecular Formula: C₆₀H₅₆N₄S₄
• Molecular Weight: 961.395

Synonyms:4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline)

Chemical Property of 4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline)

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Technology Process of 4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline)

There total 2 articles about 4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline) 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: 50.0%

2,5-bis(3’-hexylthiophen-2’-yl)thiazolo[5,4-d]thiazole (1024759-15-6) + 4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → 4-{4-hexyl-5-[5-(3-hexylthiophen-2-yl)thiazolo[5,4-d]thiazol-2-yl]thiophen-2-yl}-N,N-diphenylaniline (1616379-30-6) + 4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline) (1616379-37-3)

Guidance literature:

With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid; In toluene; at 180 ℃; for 4h; Microwave irradiation; Inert atmosphere;

DOI:10.1039/c4ob00360h

Reference yield:

3-hexyl-2-thiophenecarboxaldehyde (222554-28-1) → 4-{4-hexyl-5-[5-(3-hexylthiophen-2-yl)thiazolo[5,4-d]thiazol-2-yl]thiophen-2-yl}-N,N-diphenylaniline (1616379-30-6) + 4,4'-{5,5'-[thiazolo[5,4-d]thiazole-2,5-diyl]-bis(4-hexylthiophene-5,2-diyl)}-bis(N,N-diphenylaniline) (1616379-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: nitrobenzene / 24 h / 130 °C / Inert atmosphere

2: palladium diacetate; tricyclohexylphosphine tetrafluoroborate; potassium carbonate; Trimethylacetic acid / toluene / 4 h / 180 °C / Microwave irradiation; Inert atmosphere

With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid; In nitrobenzene; toluene;

DOI:10.1039/c4ob00360h

upstream raw materials:

2,5-bis(3’-hexylthiophen-2’-yl)thiazolo[5,4-d]thiazole

4-N,N-diphenylamino-1-bromobenzene

3-hexyl-2-thiophenecarboxaldehyde

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