N,N'-diacetyl-4,4'-diaminostilbene

Base Information

• Chemical Name: N,N'-diacetyl-4,4'-diaminostilbene
• CAS No.: 33267-39-9
• Molecular Formula: C₁₈H₁₈N₂O₂
• Molecular Weight: 294.353
• Mol file: 33267-39-9.mol

Synonyms:N,N'-diacetyl-4,4'-diaminostilbene

Chemical Property of N,N'-diacetyl-4,4'-diaminostilbene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-diacetyl-4,4'-diaminostilbene

There total 8 articles about N,N'-diacetyl-4,4'-diaminostilbene 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: 30.0%

N-acetyl-4-aminocinnamyl alcohol → N,N'-diacetyl-4,4'-diaminostilbene (33267-39-9)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.polymer.2015.12.008

Reference yield:

3-(4-aminophenyl)-acrylic acid methyl ester (65198-02-9) → N,N'-diacetyl-4,4'-diaminostilbene (33267-39-9)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Inert atmosphere

2: methanol / Inert atmosphere

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / tetrahydrofuran / 24 h / 70 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; In tetrahydrofuran; methanol; 3: |Grubbs Olefin Metathesis;

DOI:10.1016/j.polymer.2015.12.008

Reference yield:

Cinnamic acid (621-82-9) → N,N'-diacetyl-4,4'-diaminostilbene (33267-39-9)

Guidance literature:

Multi-step reaction with 6 steps

1: nitric acid; sulfuric acid

2: tin(II) chloride dihdyrate / methanol

3: chloro-trimethyl-silane / methanol / 12 h / 20 °C / Inert atmosphere

4: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Inert atmosphere

5: methanol / Inert atmosphere

6: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / tetrahydrofuran / 24 h / 70 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; chloro-trimethyl-silane; tin(II) chloride dihdyrate; sulfuric acid; nitric acid; In tetrahydrofuran; methanol; 6: |Grubbs Olefin Metathesis;

DOI:10.1016/j.polymer.2015.12.008

upstream raw materials:

1-methyl-4-nitrobenzene

3-(4-aminophenyl)-acrylic acid methyl ester

4-aminocinnamyl alcohol

Cinnamic acid

Downstream raw materials:

4,4'-diaminodihydrostilbene

4,4'-diaminostilbene

Refernces