5-Isopropylimidazolidine-2,4-dione

Base Information

• Chemical Name: 5-Isopropylimidazolidine-2,4-dione
• CAS No.: 16935-34-5
• Molecular Formula: C6H10N2O2
• Molecular Weight: 142.158
• Hs Code.: 2933990090
• European Community (EC) Number: 634-107-4
• NSC Number: 163352,55329
• DSSTox Substance ID: DTXSID801026613
• Nikkaji Number: J25.255G
• Mol file: 16935-34-5.mol

Synonyms:5-isopropylimidazolidine-2,4-dione;16935-34-5;5-Isopropylhydantoin;5-Propan-2-ylimidazolidine-2,4-dione;5-(1-methylethyl)-2,4-imidazolidinedione;5-(propan-2-yl)imidazolidine-2,4-dione;EC 634-107-4;5-lsopropylhydantoin;NSC55329;dl-5-isopropylhydantoin;SCHEMBL98976;SCHEMBL13810229;PBNUQCWZHRMSMS-UHFFFAOYSA-;DTXSID801026613;HMS1733H22;5-Isopropyl-2,4-imidazolidinedione;5-isopropyl-imidazolidine-2,4-dione;MFCD00022397;NSC-55329;NSC163352;STL512124;AKOS001203354;5-(Isopropyl)-imidazolidin-2,4-dione;NSC 163352;NSC-163352;67337-70-6;DS-16484;CS-0059211;FT-0692747;2,4-Imidazolidinedione, 5-(1-methylethyl)-;EN300-23232;C73260;A811094;J-516359;Z147652472

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

Chemical Property:

• Melting Point: 144-145 °C(Solv: water (7732-18-5))
• Refractive Index: 1.462
• PKA: 8.85±0.10(Predicted)
• PSA: 58.20000
• Density: 1.129 g/cm³
• LogP: 0.50800
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.074227566
• Heavy Atom Count: 10
• Complexity: 177

Purity/Quality:

98% ^*data from raw suppliers

5-Isopropylimidazolidine-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: CC(C)C1C(=O)NC(=O)N1

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

There total 13 articles about 5-Isopropylimidazolidine-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: 94.0%

D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) → 5-isopropyl-imidazolidine-2,4-dione (16935-34-5)

Guidance literature:

D,L-valine; With potassium cyanide; In water; at 90 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In water; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0036-1591924

Reference yield: 62.0%

carbamoyl-valine methylamide (1207610-49-8) → 5-isopropyl-imidazolidine-2,4-dione (16935-34-5)

Guidance literature:

With hydrogenchloride; acetic acid; at 70 ℃; for 18h;

DOI:10.1021/tx900278p

Reference yield: 6.0%

cyclohexylamine (108-91-8,157973-60-9) + N-(2-chloroethyl)-N-nitrosocarbamoyl valinamide (81965-27-7) → (cyclohexylcarbamoyl)valinamide (114200-02-1) + 5-isopropyl-imidazolidine-2,4-dione (16935-34-5)

Guidance literature:

In water; for 0.75h; Heating;

DOI:10.1021/jm00403a003

upstream raw materials:

5-iso-propylidenehydantoin

N-carbamoyl-valine

ammonium carbonate

2-amino-3,3-dimethylpropionitrile hydrochloride

Downstream raw materials:

3-methyl-5-isopropylhydantoin

C₁₇H₂₄N₂O₂

L-valine

(S)-N-carbamoyl-valine

Refernces

• 1、 Kaneko, Hideki,Ikawa, Takashi,Yamamoto, Yuta,Arulmozhiraja, Sundaram,Tokiwa, Hiroaki,Akai, Shuji. "3-(Triflyloxy)benzynes Enable the Regiocontrolled Cycloaddition of Cyclic Ureas to Synthesize 1,4-Benzodiazepine Derivatives". supporting information. p. 943 - 948. Retrieved 2018/02/26.
• 2、 Baranov, Vladimir V.,Kravchenko, Angelina N.,Belyakov, Pavel A.,Makhova, Nina N.. "New generation of enantiomerically pure N-α-carboxyalkylglycolurils". . p. 96 - 98. Retrieved 2008/12/20.