N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide

Base Information

• Chemical Name: N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide
• CAS No.: 781650-79-1
• Molecular Formula: C₄₁H₃₄Br₂N₂O₅
• Molecular Weight: 794.539
• Mol file: 781650-79-1.mol

Synonyms:N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide

Chemical Property of N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide

There total 5 articles about N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide 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: 69.0%

(1S)-(2,4-dibromophenoxymethyl)-3-methylbutylamine (781650-78-0) + 9-(1-ethylpropyl)-1H-2-benzopyrano[6',5',4':10,5,6]anthra[2,1,9-def]isoquinoline-1,3,8,10(9H)-tetraone (522647-62-7) → N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide (781650-79-1)

Guidance literature:

In N,N-dimethyl-formamide; at 140 - 160 ℃; for 19.5h;

DOI:10.1002/chem.200400097

Reference yield:

tert-butyl [(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]carbamate (781650-77-9) → N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide (781650-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂ / 15 h

1.2: 83 percent / NaHCO₃ / CH₂Cl₂

2.1: 69 percent / dimethylformamide / 19.5 h / 140 - 160 °C

With trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200400097

Reference yield:

2,4-dibromophenol (615-58-7) → N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide (781650-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 39 percent / triphenylphosphine; diethyl azodicarboxylate / toluene / 20 °C

2.1: TFA / CH₂Cl₂ / 15 h

2.2: 83 percent / NaHCO₃ / CH₂Cl₂

3.1: 69 percent / dimethylformamide / 19.5 h / 140 - 160 °C

With triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Mitsunobu reaction;

DOI:10.1002/chem.200400097

upstream raw materials:

(1S)-(2,4-dibromophenoxymethyl)-3-methylbutylamine

9-(1-ethylpropyl)-1H-2-benzopyrano[6',5',4':10,5,6]anthra[2,1,9-def]isoquinoline-1,3,8,10(9H)-tetraone

tert-butyl [(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]carbamate

2,4-dibromophenol