2,5-Diazabicyclo[2.2.2]octane-3,6-dione

Base Information

• Chemical Name: 2,5-Diazabicyclo[2.2.2]octane-3,6-dione
• CAS No.: 1004-98-4
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.13992
• DSSTox Substance ID: DTXSID60511521
• Nikkaji Number: J1.217.450K
• Mol file: 1004-98-4.mol

Synonyms:2,5-diazabicyclo[2.2.2]octane-3,6-dione;1004-98-4;SCHEMBL4574517;DTXSID60511521;PPSCFPAFAMAAHE-UHFFFAOYSA-N;MFCD18086974;AKOS006348507;CS-11518;SY023507;CS-0439624;A800217;2 pound not5-Diazabicyclo[2.2.2]octane-3 pound not6-dione

Chemical Property of 2,5-Diazabicyclo[2.2.2]octane-3,6-dione

Chemical Property:

• Melting Point: 272-273 °C
• Boiling Point: 554.9±43.0 °C(Predicted)
• PKA: 12.93±0.20(Predicted)
• PSA: 58.20000
• Density: 1.297±0.06 g/cm3(Predicted)
• LogP: -0.57900
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 180

Purity/Quality:

97% ^*data from raw suppliers

2,5-Diazabicyclo[2.2.2]octane-3,6-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(=O)NC1C(=O)N2
• Uses: 2,5-Diazabicyclo[2.2.2]octane-3,6-dione can be used to treat medical disorders.

Technology Process of 2,5-Diazabicyclo[2.2.2]octane-3,6-dione

There total 11 articles about 2,5-Diazabicyclo[2.2.2]octane-3,6-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: 39.0%

dimethyl 2,5-diaminohexanedioate dihydrochloride (1069-28-9) → 2,5-diaminohexanedioic acid (1069-33-6) + 2,5-diazabicyclo<2.2.2>octane-3,6-dione (1004-98-4)

Guidance literature:

With sodium methylate; In methanol; for 48h; Heating;

Reference yield: 38.0%

(1S,4S)-3,6-Dioxo-2,5-diaza-bicyclo[2.2.2]octane-1-carboxylic acid tert-butyl ester (84245-60-3) → (1S,4S)-2,5-Diaza-bicyclo[2.2.2]octane-3,6-dione (1004-98-4)

Guidance literature:

With copper; In quinoline; at 210 ℃; for 3h; scrupulously dried solvent;

DOI:10.1016/S0040-4039(00)87699-6

Reference yield:

(2R,5S)-2,5-diaminohexanedioic acid diethyl ester dihydrochloride → 2,5-diazabicyclo<2.2.2>octane-3,6-dione (1004-98-4)

Guidance literature:

With methanol; sodium methylate;

upstream raw materials:

dimethyl 2,5-diaminohexanedioate dihydrochloride

ethyl 5-amino-6-oxopiperidine-2-carboxylate

diethyl 2,5-dibromoadipate

diethyl 2,5-diphthalimidoadipate

Downstream raw materials:

2,5-Bis-(4-methoxy-benzyl)-2,5-diaza-bicyclo[2.2.2]octane-3,6-dione

(2S,5S)-2,5-Diamino-hexanedioic acid; hydrochloride

N-((3S,6S)-6-Fluoromethyl-2-oxo-piperidin-3-yl)-2-phenyl-acetamide

(2S,5S)-6-Oxo-5-phenylacetylamino-piperidine-2-carboxylic acid methyl ester