5-Methylhydantoin

Base Information

• Chemical Name: 5-Methylhydantoin
• CAS No.: 616-03-5
• Molecular Formula: C₄H₆N₂O₂
• Molecular Weight: 114.104
• Hs Code.: 2933990090
• Mol file: 616-03-5.mol

Synonyms:Hydantoin,5-methyl- (6CI,7CI,8CI);(?à)-5-Methylhydantoin;5-Methyl-2,4-imidazolidinedione;5-Methylhydantoin;5-Methylimidazoline-2,4-dione;DL-5-Methylhydantoin;NSC 75829;

Chemical Property of 5-Methylhydantoin

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Melting Point: 148-152 °C(lit.)
• Refractive Index: 1.456
• Boiling Point: 213.59°C (rough estimate)
• PKA: 8.91±0.10(Predicted)
• PSA: 58.20000
• Density: 1.216 g/cm³
• LogP: -0.12810
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: Insoluble in water.

Purity/Quality:

97% ^*data from raw suppliers

5-Methylhydantoin ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 5-Methylhydantoin is a derivative of Hydantoin (H675000), a heterocyclic compound used to synthesis various pharmaceutical goods including anticonvulsants such as fosphenytoin (F728900). 5-Methylhydantoin is usede as a reactant for preparation of N-chlorohydantoin, Mitsunobu reaction, Pseudomonas putida strain allowing conversion into L-amino acids, D-hydantoinase from Agrobacteria tumefaceins and enzymatic racemization.

Technology Process of 5-Methylhydantoin

There total 2 articles about 5-Methylhydantoin 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:

DL-2-(N'-glycyl-ureido)-propionic acid (859967-51-4) → N-carbamoyl-DL-alanine (77340-50-2) + glycine (56-40-6,18875-39-3,25718-94-9) + methyl-5 hydantoine (67337-69-3,616-03-5)

Guidance literature:

Hydrolysis;

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + DL-2-(N'-glycyl-ureido)-propionic acid (859967-51-4) → N-carbamoyl-DL-alanine (77340-50-2) + glycine (56-40-6,18875-39-3,25718-94-9) + methyl-5 hydantoine (67337-69-3,616-03-5)

Guidance literature:

Hydrolysis;

Reference yield: 47.0%

methyl-5 hydantoine (67337-69-3,616-03-5) + methyl iodide (74-88-4) → 3,5-dimethylhydantoin (6851-79-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 13h; Inert atmosphere;

DOI:10.1055/s-0036-1591924

upstream raw materials:

hydrogenchloride

DL-2-(N'-glycyl-ureido)-propionic acid

Downstream raw materials:

3,5-dimethylhydantoin