2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione

Base Information

• Chemical Name: 2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione
• CAS No.: 91189-24-1
• Molecular Formula: C8H10N2O3
• Molecular Weight: 182.179
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30401541
• Mol file: 91189-24-1.mol

Synonyms:2-methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione;91189-24-1;2,7-Diazaspiro[4.4]nonane-1,3,8-trione, 2-methyl-;Oprea1_148064;SCHEMBL9688170;DTXSID30401541;QPHSKVXBAPEFFT-UHFFFAOYSA-N;AKOS005593576;CS-0000846;EU-0018394;SR-01000520067;2-methyl-2,7diazaspiro[4.4]nonane-1,3,8-trione;SR-01000520067-1

Chemical Property of 2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione

Chemical Property:

• Vapor Pressure: 1.06E-09mmHg at 25°C
• Boiling Point: 488.7oC at 760 mmHg
• Flash Point: 249.4oC
• PSA: 69.97000
• Density: 1.4g/cm3
• LogP: -0.90480
• Storage Temp.: 2-8°C
• XLogP3: -2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 182.06914219
• Heavy Atom Count: 13
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)CC2(C1=O)CC(=O)NC2

Technology Process of 2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione

There total 4 articles about 2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione 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: 76.2%

ethyl 3-(ethoxycarbonyl)-5-oxo-3-pyrrolidineacetate (91189-23-0) + methylamine (74-89-5) → 2-methyl-2,7-diazaspiro<4.4>nonane-1,3,8-trione (91189-24-1)

Guidance literature:

In water; 1.) RT, overnight, 2.) from RT to 220 deg C, 1 h;

DOI:10.1021/jm00170a035

Reference yield:

ethyl 3-(ethoxycarbonyl)-5-oxo-3-pyrrolidineacetate (91189-23-0) → 2-methyl-2,7-diazaspiro<4.4>nonane-1,3,8-trione (91189-24-1)

Guidance literature:

In methylamine;

Reference yield:

triethyl 2-cyano-1,2,3-propanetricarboxylate (20822-61-1) → 2-methyl-2,7-diazaspiro<4.4>nonane-1,3,8-trione (91189-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂, triethylamine / Raney cobalt / dimethylformamide / 23 h / 124116 - 279260 Torr

2: 76.2 percent / H₂O / 1.) RT, overnight, 2.) from RT to 220 deg C, 1 h

With hydrogen; triethylamine; cobalt; In water; N,N-dimethyl-formamide;

DOI:10.1021/jm00170a035

upstream raw materials:

ethyl 3-(ethoxycarbonyl)-5-oxo-3-pyrrolidineacetate

methylamine

triethyl 2-cyano-1,2,3-propanetricarboxylate

Downstream raw materials:

2-methyl-2,7-diazaspiro<4.4>nonane

2-methyl-7-(phenylmethyl)-2,7-diazaspiro<4.4>nonane

2-Methyl-7-(phenylmethyl)-2,7-diazaspiro[4.4]-nonane-1,3,8-trione

Refernces

• 1、 Culbertson, Townley P.,Sanchez, Joseph P.,Gambino, Laura,Sesnie, Josephine A.. "Quinolone Antibacterial Agents Substituted at the 7-Position with Spiroamines. Synthesis and Structure-Activity Relationships". . p. 2270 - 2275. Retrieved 2007/10/02.
• 2、 -. "Antibacterial agents". . . Retrieved 2008/06/13.