endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one

Base Information

• Chemical Name: endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one
• CAS No.: 1367520-65-7
• Molecular Formula: C₂₂H₂₂N₂O
• Molecular Weight: 330.429
• Mol file: 1367520-65-7.mol

Synonyms:endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one

Chemical Property of endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one

There total 2 articles about endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one 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: 81.0%

4-tolyl iodide (624-31-7) + (3aα,4α,7α,7aα)-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one (149063-63-8) → endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one (1367520-65-7)

Guidance literature:

4-tolyl iodide; (3aα,4α,7α,7aα)-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one; With potassium phosphate; copper(l) iodide; In 1,4-dioxane; for 0.5h;

With trans-1,2-cyclohexanediamine; In 1,4-dioxane; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1080/00397911.2010.537426

Reference yield:

(3aα,4α,7α,7aα)-1,3-diacetyl-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one (78932-02-2) → endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one (1367520-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / methanol; water / 4.5 h / Reflux

2.1: copper(l) iodide; potassium phosphate / 1,4-dioxane / 0.5 h

2.2: 24 h / 120 °C / Inert atmosphere

With potassium phosphate; copper(l) iodide; potassium hydroxide; In 1,4-dioxane; methanol; water;

DOI:10.1080/00397911.2010.537426

Reference yield: 70.0%

endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one (1367520-65-7) → endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene (1367520-68-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2010.537426

upstream raw materials:

4-tolyl iodide

(3aα,4α,7α,7aα)-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one

(3aα,4α,7α,7aα)-1,3-diacetyl-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one

Downstream raw materials:

endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene

cis-endo-N,N'-di(p-tolyl)bicyclo[2.2.1]hept-5-ene-2,3-diamine

C₂₃H₂₅N₂O^(1-)*Li⁽¹⁺⁾

Refernces