4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole

Base Information

• Chemical Name: 4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole
• CAS No.: 1250830-84-2
• Molecular Formula: C₃₈H₄₄Br₂N₄OS₃
• Molecular Weight: 828.8
• Mol file: 1250830-84-2.mol

Synonyms:4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole

Chemical Property of 4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole

There total 9 articles about 4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole 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: 57.0%

4,10-bis(thiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole (1250830-83-1) → 4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole (1250830-84-2)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1002/pola.24235

Reference yield:

1-bromo-4-(heptadecan-9-yloxy)benzene (1250830-81-9) → 4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole (1250830-84-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: hydrogenchloride; dihydrogen peroxide / water; N,N-dimethyl-formamide / 1 h / 20 °C

3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 0 °C

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; dihydrogen peroxide; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide;

DOI:10.1002/pola.24235

Reference yield:

4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) → 4,10-bis(5-bromothiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole (1250830-84-2)

Guidance literature:

Multi-step reaction with 5 steps

1: trifluorormethanesulfonic acid; sulfuric acid; nitric acid / 0 - 20 °C

2: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 20 h / 80 °C

3: iron; acetic acid / 5 h / 80 °C

4: hydrogenchloride; dihydrogen peroxide / water; N,N-dimethyl-formamide / 1 h / 20 °C

5: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 0 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; trifluorormethanesulfonic acid; sulfuric acid; dihydrogen peroxide; nitric acid; iron; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2: Stille coupling;

DOI:10.1002/pola.24235

upstream raw materials:

benzo[1,2,5]thiadiazole

9-(4-methylbenzenesulfonate)-9-heptadecanol

1-bromo-4-(heptadecan-9-yloxy)benzene

4,10-bis(thiophen-2-yl)-7-[4-(heptadecan-9-yloxy)-phenyl]-6H-[1,2,5]thiadiazole[3,4-g]benzoimidazole