2-Imidazolidone

Base Information

• Chemical Name: 2-Imidazolidone
• CAS No.: 120-93-4
• Deprecated CAS: 76895-63-1
• Molecular Formula: C3H6N2O
• Molecular Weight: 86.0934
• Hs Code.: 29339900
• European Community (EC) Number: 204-436-4
• NSC Number: 21314,3338
• UNII: 2K48456N55
• DSSTox Substance ID: DTXSID0020602
• Nikkaji Number: J9.352A
• Wikidata: Q2813813
• Metabolomics Workbench ID: 55520
• ChEMBL ID: CHEMBL12034
• Mol file: 120-93-4.mol

Synonyms:2-imidazolidinone;ethylene urea;imidazolidin-2-one

Chemical Property of 2-Imidazolidone

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 3.34mmHg at 25°C
• Melting Point: 129-132 °C(lit.)
• Refractive Index: 1.5110 (estimate)
• Boiling Point: 358.711 °C at 760 mmHg
• PKA: 14.58±0.20(Predicted)
• Flash Point: 202.519 °C
• PSA: 41.13000
• Density: 1.114 g/cm³
• LogP: -0.04320
• Storage Temp.: Store at RT.
• Water Solubility.: soluble
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 86.048012819
• Heavy Atom Count: 6
• Complexity: 63.2

Purity/Quality:

99% ^*data from raw suppliers

2-Imidazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Urea Compounds
• Canonical SMILES: C1CNC(=O)N1
• Uses: 2-Imidazolidinone is a metabolite of ethylenethiourea (ETU), a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides. thiadiazole pharmaceutical intermediate 2-Imidazolidone can be used as reactant for synthesis of Chiral microporous materials from achiral precursors.

Technology Process of 2-Imidazolidone

There total 74 articles about 2-Imidazolidone 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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + ethylenediamine (107-15-3,85404-18-8) → imidazolidone (120-93-4)

Guidance literature:

With 2-pyrrolidinon; caesium carbonate; at 200 ℃; for 2h; under 37503.8 Torr; Temperature; Pressure; Reagent/catalyst; Solvent; Autoclave;

DOI:10.1002/adsc.201800945

Reference yield: 97.0%

methanol (67-56-1) + 1,1'-(2-oxoimidazolidine-1,3-diyl)bis(propan-1-one) (40424-08-6) → imidazolidone (120-93-4) + propanoic acid methyl ester (554-12-1)

Guidance literature:

With C₁₇H₂₃BN₂O; at 50 ℃; for 15h; under 760.051 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201200304

Reference yield: 90.0%

ethylenediamine (107-15-3,85404-18-8) + carbonic acid dimethyl ester (616-38-6) → imidazolidone (120-93-4)

Guidance literature:

With sodium methylate; In methanol; toluene; at 55 - 90 ℃; for 3h; Temperature; Concentration; Solvent; Time; Inert atmosphere;

upstream raw materials:

1,3-dihydroimidazolone

[1,3]-dioxolan-2-one

N,N'-ethylenethiourea

2-methylthioimidazoline

Downstream raw materials:

1,3-bis(hydroxymethyl)-imidazolidin-2-one

1,3-bis(methoxymethyl)-2-imidazolidinone

2-heptadec-8c-enyl-4,5-dihydro-1H-imidazole

2-naphthalen-1-yl-4,5-dihydro-1H-imidazole

Refernces

• 1、 Sonoda,N. et al.. "-". . p. 6344. Retrieved 1971.
• 2、 Magerramov,Abdinbekova,Kurbanova,Zamanova,Allakhverdiev. "Synthesis of substituted ureas from urea and halohydrins". . p. 1667 - 1669. Retrieved 2004.
• 3、 Marshall,Singh. "-". . p. 1316,1317, 1319. Retrieved 1977.
• 4、 James, Joyce P.,Quistad, Gary B.,Casida, John E.. "Ethylenethiourea S-Oxidation Products: Preparation, Degradation, and Reaction with Proteins". . p. 2530 - 2535. Retrieved 1995.
• 5、 Zav'yalov et al.. "-". . . Retrieved 1971.
• 6、 Sony, S.M. Malathy,Kuppayee,Ponnuswamy,Murali,Rajakumar. "Structure and conformational analysis of a macrocyclic ligand: [24, 26-DIOXO-3,6,14,17-tetraazapentacyclo (21.0.11,19.1 3,6.18,12.114,17)Hexacosan-1(23),8(25),9,11,19, 21-hexaene]". . p. 85 - 92. Retrieved 2003.
• 7、 Klut. "-". . p. 677. Retrieved 1902.
• 8、 Kondo, Hiroki,Miura, Katsuhito,Sunamoto, Junzo. "ENHANCED REACTIVITY OF 1-CARBOXY-2-ETHOXY-2-IMIDAZOLINE, A BIOTIN MODEL, IN DECARBOXYLATION". . p. 659 - 662. Retrieved 1982.
• 9、 Liu, Jinghan,Ma, Jianjun,Miao, Penghua,Min, Qingwang,Qi, Meijuan,Shamsa, Farzaneh. "SBA-15 Supported Dendritic ILs as a Green Catalysts for Synthesis of 2-Imidazolidinone from Ethylenediamine and Carbon Dioxide". . . Retrieved 2021/07/26.
• 10、 -. "METHOD OF PREPARING UREA USING AMINE COMPOUND AND CARBON DIOXIDE". Page/Page column 10-15. . Retrieved 2020/11/14.