Tetrahydrocyclopenta[c]pyrrole-1,3(2h,3ah)-dione

Base Information

• Chemical Name: Tetrahydrocyclopenta[c]pyrrole-1,3(2h,3ah)-dione
• CAS No.: 5763-44-0
• Molecular Formula: C7H9NO2
• Molecular Weight: 139.154
• European Community (EC) Number: 227-285-6
• DSSTox Substance ID: DTXSID30901319
• Nikkaji Number: J218.035I
• Mol file: 5763-44-0.mol

Synonyms:5763-44-0;tetrahydrocyclopenta[c]pyrrole-1,3(2h,3ah)-dione;Cyclopentane o-dicarboxylicimide;Cyclopentane-1,2-dicarboximude;4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione;EINECS 227-285-6;Tetrahydrocyclopenta(c)pyrrole-1,3(2H,3aH)-dione;EC 227-285-6;1,2-CYCLOPENTANEDICARBOXIMIDE;Cyclopentane-1,2-dicarbimide;1,2-Cyclopentane dicarboximide;SCHEMBL6219549;DTXSID30901319;AC-294;MFCD06411094;AKOS006293360;DS-3309;octahydrocyclopenta[c]pyrrole-1,3-dione;CS-0077656;FT-0694926;C90600;EN300-119306

Chemical Property of Tetrahydrocyclopenta[c]pyrrole-1,3(2h,3ah)-dione

Chemical Property:

• Vapor Pressure: 0.000283mmHg at 25°C
• Melting Point: 168 °C (dec.)
• Refractive Index: 1.518
• Boiling Point: 322.2°C at 760 mmHg
• PKA: 11.97±0.20(Predicted)
• Flash Point: 162.2°C
• PSA: 46.17000
• Density: 1.242g/cm³
• LogP: 0.38790
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 139.063328530
• Heavy Atom Count: 10
• Complexity: 180

Purity/Quality:

99.5%, ^*data from raw suppliers

1,2-Cyclopentanedicarboximide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(C1)C(=O)NC2=O
• Uses: 1,2-Cyclopentanedicarboximide was used as a reactant for [(benzopyranyl)amino]alkyl]azabicyclooctanedione anxiolytic,

Technology Process of Tetrahydrocyclopenta[c]pyrrole-1,3(2h,3ah)-dione

There total 9 articles about Tetrahydrocyclopenta[c]pyrrole-1,3(2h,3ah)-dione 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: 96.0%

diethyl cyclopentane-1,2-dicarboxylate (90474-13-8) → 4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione (5763-44-0)

Guidance literature:

With ammonia; at 130 - 280 ℃; for 5h; Product distribution / selectivity; autoclave; Pyrolysis; Industry scale;

Reference yield: 93.5%

trans-DL-1,2-cyclopentanedicarboxylic acid (50483-99-3) + formamide (77287-34-4,77287-35-5,60100-09-6) → 4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione (5763-44-0)

Guidance literature:

at 170 ℃; Temperature; Inert atmosphere;

Reference yield: 92.6%

cyclopentane-1,2-dicarboxamide + 2-carbamylcyclopentane-1-carboxylic acid (714192-66-2) → 4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione (5763-44-0)

Guidance literature:

In diphenylether; at 240 ℃; for 2.5h; Temperature; Inert atmosphere; Industrial scale;

upstream raw materials:

diethyl cyclopentane-1,2-dicarboxylate

trans-DL-1,2-cyclopentanedicarboxylic acid

formamide

cyclohexanone-2-carboxamide

Downstream raw materials:

N-amino-1,2-cyclopentanedicarboximide

octahydrocyclopenta[c]pyrrole

hexahydrocyclopenta[c]pyrrole-1(2H)-one

4-{3-[cis-hexahydrocyclopenta[c]pyrrol-2(1H)-yl]propoxy}benzamide hydrochloride

Refernces

• 1、 -. "Synthesis process of N-amino-3-azabicyclo [3, 3, 0] octane hydrochloride". Paragraph 0017; 0027-0028; 0032-0033; 0037-0038; 0042-0043. . Retrieved 2021/05/29.
• 2、 -. "Method for synthesizing cyclopentyl imide". Paragraph 0016; 0017; 0018; 0019; 0020. . Retrieved 2017/07/19.