1,3-Diazaspiro[4.4]nonane-2,4-dione

Base Information

• Chemical Name: 1,3-Diazaspiro[4.4]nonane-2,4-dione
• CAS No.: 699-51-4
• Molecular Formula: C7H10N2O2
• Molecular Weight: 154.169
• Hs Code.: 2933990090
• European Community (EC) Number: 632-561-8
• NSC Number: 1024
• DSSTox Substance ID: DTXSID80220183
• Nikkaji Number: J988.542K
• Wikidata: Q72463322
• ChEMBL ID: CHEMBL1894076
• Mol file: 699-51-4.mol

Synonyms:1,3-DIAZASPIRO[4.4]NONANE-2,4-DIONE;699-51-4;5,5-Tetramethylenehydantoin;1,3-Diazaspiro(4.4)nonane-2,4-dione;5,5-Tetramethylenespirohydantoin;Ba 2839;5,5'-Cyclopentanespirohydantoin;CB 1683;BRN 0135190;MLS002637545;MFCD00022403;1,3-Diaza-spiro[4.4]nonane-2,4-dione;cyclopentane-5-spirohydantoin;Oprea1_295449;Oprea1_399983;SCHEMBL542497;CHEMBL1894076;DTXSID80220183;NSC1024;HMS1787J20;HMS3095E15;NSC 1024;NSC-1024;STK369207;AKOS000536829;DS-12787;LS-60047;SMR001327379;SY005310;A9246;BB 0218337;CS-0067828;FT-0632838;EN300-16719;F16020;SR-01000392416;SR-01000392416-1;Z56757181;F0863-0561

Chemical Property of 1,3-Diazaspiro[4.4]nonane-2,4-dione

Chemical Property:

• Melting Point: 204-205℃
• Refractive Index: 1.559
• PKA: 10.46±0.20(Predicted)
• PSA: 58.20000
• Density: 1.31 g/cm³
• LogP: 0.79620
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 219

Purity/Quality:

97% ^*data from raw suppliers

1,3-Diazaspiro[4.4]nonane-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC2(C1)C(=O)NC(=O)N2

Technology Process of 1,3-Diazaspiro[4.4]nonane-2,4-dione

There total 14 articles about 1,3-Diazaspiro[4.4]nonane-2,4-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%

sodium cyanide (773837-37-9) + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + cyclopentanone (120-92-3) → 1,3-diazaspiro[4.4]nonane-2,4-dione (699-51-4)

Guidance literature:

With ammonium hydroxide; In ethanol; water; for 6h; Reflux;

DOI:10.1080/10426501003751254

Reference yield: 95.0%

potassium cyanide + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + cyclopentanone (120-92-3) → 1,3-diazaspiro[4.4]nonane-2,4-dione (699-51-4)

Guidance literature:

In ethanol; water; at 20 ℃; for 24h; chemoselective reaction;

DOI:10.1016/j.tetlet.2016.01.054

Reference yield: 90.0%

potassium cyanide (151-50-8) + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + cyclopentanone (120-92-3) → 1,3-diazaspiro[4.4]nonane-2,4-dione (699-51-4)

Guidance literature:

In ethanol; for 6h; Heating;

DOI:10.1016/S0014-827X(01)01198-3

upstream raw materials:

sodium cyanide

cyclopentanone

potassium cyanide

ammonium carbonate

Downstream raw materials:

1-amino-1-cyclopentanecarboxylic acid

3-[(Benzyl-ethyl-amino)-methyl]-1,3-diaza-spiro[4.4]nonane-2,4-dione

3-[(Benzyl-methyl-amino)-methyl]-1,3-diaza-spiro[4.4]nonane-2,4-dione

3-dibenzylaminomethyl-1,3-diaza-spiro[4.4]nonane-2,4-dione