Bicyclo[2.2.1]heptane-2,3-dicarboximide

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-2,3-dicarboximide
• CAS No.: 6713-41-3
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 2933998090
• Mol file: 6713-41-3.mol

Synonyms:

Chemical Property of Bicyclo[2.2.1]heptane-2,3-dicarboximide

Chemical Property:

• PSA: 49.66000
• LogP: 0.58100
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

Hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.1]heptane-2,3-dicarboximide

There total 5 articles about Bicyclo[2.2.1]heptane-2,3-dicarboximide 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: 90.0%

(1R,2S,6R,7S)-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione (6265-30-1) → endo-bicyclo<2.2.1>heptane-2,3-dicarboximide (6713-41-3,14805-29-9,28871-95-6,1318027-24-5)

Guidance literature:

With palladium 10% on activated carbon; In methanol; dichloromethane; at 20 ℃; for 63h;

DOI:10.1039/c5ob01519g

Reference yield: 75.54%

cis-5-norbornene-endo-2,3-dicarboxylic anhydride (17812-27-0,853658-14-7) → endo-bicyclo<2.2.1>heptane-2,3-dicarboximide (6713-41-3,14805-29-9,28871-95-6,1318027-24-5)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; water; at 130 ℃; for 2h;

Reference yield:

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → endo-bicyclo<2.2.1>heptane-2,3-dicarboximide (6713-41-3,14805-29-9,28871-95-6,1318027-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Raney nickel; dioxane / Hydrogenation

2: ammonia / 170 °C

With 1,4-dioxane; ammonia; nickel;

DOI:10.1007/BF03263140

upstream raw materials:

cis-5-norbornene-endo-2,3-dicarboxylic anhydride

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

cyclopenta-1,3-diene

(1R,2S,6R,7S)-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione

Downstream raw materials:

[14C]-Lurasidone

Refernces

• 1、 -. "DEUTERATED 5-HT1A RECEPTOR AGONISTS". Paragraph 0388-0389. . Retrieved 2013/11/19.