5-Isobutylimidazolidine-2,4-dione

Base Information

• Chemical Name: 5-Isobutylimidazolidine-2,4-dione
• CAS No.: 55666-11-0
• Molecular Formula: C7H10N2O2
• Molecular Weight: 154.169
• European Community (EC) Number: 611-298-2
• NSC Number: 55330
• DSSTox Substance ID: DTXSID50875684
• Nikkaji Number: J25.254I
• Mol file: 55666-11-0.mol

Synonyms:5-isobutylimidazolidine-2,4-dione;67337-73-9;5-Isobutyl-imidazolidine-2,4-dione;5-Isobutylhydantoin;58942-03-3;5-(2-methylpropyl)imidazolidine-2,4-dione;55666-11-0;2,4-Imidazolidinedione, 5-(2-methylpropyl)-;DL-5-Isobutylhydantoin;(+-)-5-Isobutylhydantoin;5-i-butylhydantoin;NSC 55330;5-(2-Methylpropyl)-2,4-imidazolidinedione;Maybridge1_003881;Oprea1_493070;SCHEMBL1012052;HMS552I09;DTXSID50875684;WLRZLHCGXUHRIG-UHFFFAOYSA-N;NSC55330;MFCD00238853;NSC-55330;AKOS000117223;AKOS016842284;FS-2961;FM 00152;AM20100432;CS-0088033;FT-0640326;FT-0649224;FT-0711081;EN300-04357;2,4-Imidazolidinedione, 5-(2-methylpropyl)-, (S)-;Z56862690

Chemical Property of 5-Isobutylimidazolidine-2,4-dione

Chemical Property:

• Melting Point: 253 °C
• Refractive Index: 1.571
• PKA: 8.77±0.20(Predicted)
• PSA: 58.20000
• Density: 1.239 g/cm³
• LogP: 1.02330
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 156.089877630
• Heavy Atom Count: 11
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

5-(ISOBUTYLMETHYLNYL)-HYDANTOIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1C(=O)NC(=O)N1

Technology Process of 5-Isobutylimidazolidine-2,4-dione

There total 4 articles about 5-Isobutylimidazolidine-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: 91.5%

2,4-imidazolidinedione (461-72-3) + isobutyraldehyde (78-84-2) → C7H10N2O2 (55666-11-0)

Guidance literature:

With ethanolamine; sodium hydroxide; In water; for 8 - 12h; Reflux; Industrial scale;

Reference yield: 30.0%

2,4-imidazolidinedione (461-72-3) + isobutyraldehyde (78-84-2) → (Z)-5-(2-methylpropylidene)imidazolidine-2,4-dione (55666-11-0)

Guidance literature:

With ethanolamine; In ethanol; water; for 12h; Reflux;

DOI:10.1021/acs.orglett.1c01894

Reference yield:

diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate (95378-36-2) + isobutyraldehyde (78-84-2) → (Z)-5-(2-methylpropylidene)imidazolidine-2,4-dione (55666-11-0) + C7H10N2O2 (1343488-97-0)

Guidance literature:

With lithium hydroxide; In ethanol; at 20 ℃; for 24h; optical yield given as %de;

DOI:10.1016/j.tet.2011.09.034

upstream raw materials:

2,4-imidazolidinedione

isobutyraldehyde

glycine

diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate

Downstream raw materials:

sodium 4-methyl-2-oxovalerate

4-methyl-2-oxopentanoic acid

potassium 2-oxo-4-methylvalerate

Refernces

• 1、 -. "A preparation in the aqueous phase the alkone is bright ammonia acid calcium green process". Paragraph 0029; 0030; 0035; 0036. . Retrieved 2016/10/24.
• 2、 Fraile, José M.,Lafuente, Gustavo,Mayoral, José A.,Pallarés, Antonio. "Synthesis and reactivity of 5-methylenehydantoins". experimental part. p. 8639 - 8647. Retrieved 2011/11/30.