5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole

Base Information

• Chemical Name: 5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole
• CAS No.: 1415761-37-3
• Molecular Formula: C₁₀H₂Br₂N₂S₃
• Molecular Weight: 406.145

Synonyms:5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole

Chemical Property of 5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

DTBT-Br >96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole

There total 7 articles about 5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole 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%

dithieno[3',2':3,4;2'',3'':5,6]benzo[1,2-c][1,2,5]thiadiazole (1256138-50-7) → 5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole (1415761-37-3)

Guidance literature:

With bromine; In chloroform; at 70 ℃; for 12h;

DOI:10.1016/j.dyepig.2021.109339

Reference yield: 75.0%

benzo[2,1-b:3,4-b':5,6-c'']trithiophene (188859-73-6) → 5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole (1415761-37-3)

Guidance literature:

With bromine; In chloroform; at 80 - 85 ℃; for 12h;

DOI:10.1016/j.dyepig.2016.01.035

Reference yield:

benzo<2,1-b;3,4-b'>dithiophen-4,5-dione (24243-32-1) → 5,8-dibromodithieno[3′,2’:3,4;2′′,3’’:5,6]benzo[1,2-c][1,2,5]thiadiazole (1415761-37-3)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride / ethanol / 24 h / 75 - 80 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrazine hydrate / ethanol / 49 h / 65 - 85 °C / Inert atmosphere

3: disulfur dichloride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

4: bromine / chloroform / 12 h / 80 - 85 °C / Inert atmosphere

With disulfur dichloride; palladium 10% on activated carbon; hydroxylamine hydrochloride; bromine; hydrazine hydrate; In ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/ol302704v

upstream raw materials:

benzo<2,1-b;3,4-b'>dithiophen-4,5-dione

N,N'-dihydroxythieno[3,2-g][1]benzothiophene-4,5-diimine

benzo[1,2-b:6,5-b′]dithiophene-4,5-diamine

2,7-bis-trimethylsilyl-benzo [1,2-b:6,5-b’] dithiophene-4,5-dione

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