Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine

Base Information

• Chemical Name: Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine
• CAS No.: 248277-11-4
• Molecular Formula: C₄₃H₆₂IN₃O₂Si
• Molecular Weight: 807.974
• Mol file: 248277-11-4.mol

Synonyms:Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine

Chemical Property of Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine

There total 8 articles about Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine 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: 85.0%

1,2-diiodo-4-nitro-5(di-n-butylamino)benzene (172033-13-5) + N,N-dibutyl-3-[(triisopropylsilyl)ethynyl]-4-[4-(trimethylsilyl)-1,3-butadiynyl]aniline (248276-95-1) → Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine (248277-11-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; at 50 ℃;

DOI:10.1021/ja991749g

Reference yield:

1,2-diiodo-4,5-dinitrobenzene (29270-47-1) → Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine (248277-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / tetrahydrofuran / 4 h / 20 °C

2: 85 percent / aq. KOH; PdCl₂(PPH₃)2; CuI / 50 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; In tetrahydrofuran; 1: Substitution / 2: protodesilylation/alkynylation;

DOI:10.1021/ja991749g

Reference yield:

tris-iso-propylsilyl acetylene (89343-06-6) → Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-4-iodo-2-nitro-phenyl]-amine (248277-11-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / PdCl₂(PPh₃)2; CuI; Et₃N / 50 °C

2: 96 percent / BnNEt₃⁽¹⁺⁾*ICl₂^(1-); CaCO₃ / CH₂Cl₂; methanol / 2 h

3: 89 percent / PdCl₂(PPh₃)2; CuI; Et₃N / 50 °C

4: 85 percent / aq. KOH; PdCl₂(PPH₃)2; CuI / 50 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; triethylamine; calcium carbonate; benzyl triethylammonium dichloroiodate; In methanol; dichloromethane; 1: Substitution / 2: Iodination / 3: Substitution / 4: protodesilylation/alkynylation;

DOI:10.1021/ja991749g

upstream raw materials:

1,2-diiodo-4-nitro-5(di-n-butylamino)benzene

N,N-dibutyl-3-[(triisopropylsilyl)ethynyl]-4-[4-(trimethylsilyl)-1,3-butadiynyl]aniline

1,2-diiodo-4,5-dinitrobenzene

tris-iso-propylsilyl acetylene

Downstream raw materials:

Dibutyl-[5-(4-{4-dibutylamino-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2-nitro-4-(4-{4-nitro-2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-phenyl]-amine