5-CYCLOPROPYL-5-METHYLIMIDAZOLIDINE-2,4-DIONE

Base Information

• Chemical Name: 5-CYCLOPROPYL-5-METHYLIMIDAZOLIDINE-2,4-DIONE
• CAS No.: 5470-46-2
• Molecular Formula: C7H10N2O2
• Molecular Weight: 154.1665
• Hs Code.: 2933990090
• Mol file: 5470-46-2.mol

Synonyms:5-Cyclopropyl-5-methyl-hydantoin;5-CYCLOPROPYL-ISOXAZOLE-4-CARBOXYLIC ACID;5-cyclopropyl-4-isoxazolecarboxylic acid;

Chemical Property of 5-CYCLOPROPYL-5-METHYLIMIDAZOLIDINE-2,4-DIONE

Chemical Property:

• Melting Point: 148-151 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: °Cat760mmHg
• PKA: 8.88±0.10(Predicted)
• Flash Point: °C
• PSA: 58.20000
• Density: 1.294g/cm³
• LogP: 0.65210

Purity/Quality:

99% ^*data from raw suppliers

5-cyclopropyl-5-methylimidazolidine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-CYCLOPROPYL-5-METHYLIMIDAZOLIDINE-2,4-DIONE

There total 5 articles about 5-CYCLOPROPYL-5-METHYLIMIDAZOLIDINE-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%

carbon dioxide (124-38-9,18923-20-1) + 2-amino-2-cyclopropyl-propanenitrile (37024-73-0) → 5-cyclopropyl-5-methylimidazolidine-2,4-dione (5470-46-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 12h; Solvent; Reactivity;

DOI:10.1039/b719675j

Reference yield: 83.0%

Cyclopropyl methyl ketone (765-43-5) + hydrogen cyanide (74-90-8) + carbon dioxide (124-38-9,18923-20-1) → 5-cyclopropyl-5-methylimidazolidine-2,4-dione (5470-46-2)

Guidance literature:

Cyclopropyl methyl ketone; With gallium(III) triflate; ammonia; In dichloromethane; at -78 ℃; for 3h; Inert atmosphere;

hydrogen cyanide; In dichloromethane; at -78 - 25 ℃; Inert atmosphere;

carbon dioxide; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1039/b719675j

Reference yield: 77.0%

Cyclopropyl methyl ketone (765-43-5) + potassium cyanide (151-50-8) → 5-cyclopropyl-5-methylimidazolidine-2,4-dione (5470-46-2)

Guidance literature:

With ammonium carbonate; In ethanol; water; at 80 ℃; for 18h;

DOI:10.1002/hlca.19920750522

upstream raw materials:

Cyclopropyl methyl ketone

potassium cyanide

hydrogen cyanide

carbon dioxide

Downstream raw materials:

N²-<(R)-N²-acetyl-2-cyclopropylalanyl>-L-phenylalanine dimethylamide

N²-<(S)-N²-acetyl-2-cyclopropylalanyl>-L-phenylalanine dimethylamide

N²-acetyl-2-cyclopropylalanine

2-cyclopropylalanine

Refernces

• 1、 Murray, Ross G.,Whitehead, David M.,Le Strat, Franck,Conway, Stuart J.. "Facile one-pot synthesis of 5-substituted hydantoins". supporting information; scheme or table. p. 988 - 991. Retrieved 2009/02/05.
• 2、 Abshire,Ostiguy. "Preliminary biological studies of certain amino acid analogues". . p. 965 - 966. Retrieved 2007/10/05.