5-(2-Methylthioethyl)hydantoin

Base Information

• Chemical Name: 5-(2-Methylthioethyl)hydantoin
• CAS No.: 13253-44-6
• Deprecated CAS: 23459-78-1
• Molecular Formula: C6H10 N2 O2 S
• Molecular Weight: 174.224
• Hs Code.: 2933990090
• Nikkaji Number: J221.671J
• Wikidata: Q74418054
• Mol file: 13253-44-6.mol

Synonyms:Hydantoin,5-[2-(methylthio)ethyl]- (6CI,7CI,8CI); (?à)-5-[2-(Methylthio)ethyl]hydantoin; 5-(b-Methylmercaptoethyl)hydantoin;5-[2-(Methylthio)ethyl]hydantoin; 5-[b-(Methylthio)ethyl]hydantoin; DL-5-(b-Methylmercaptoethyl)hydantoin;DL-5-[2-(Methylthio)ethyl]hydantoin; Methionine hydantoin

Chemical Property of 5-(2-Methylthioethyl)hydantoin

Chemical Property:

• Melting Point: 108°C
• Boiling Point: °Cat760mmHg
• PKA: 8.77±0.10(Predicted)
• Flash Point: °C
• PSA: 83.50000
• Density: 1.228g/cm³
• LogP: 0.60510
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 174.04629874
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-[2-(Methylthio)ethyl]hydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Low toxicity by ingestion and skin contact.
• Hazard Codes: Low toxicity by ingestion and skin contact.
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC1C(=O)NC(=O)N1
• Isomeric SMILES: CSCC[C@@H]1C(=O)NC(=O)N1
• Uses: 5-[2-(Methylthio)ethyl]hydantoin is a reagent used in L-amino acid production.

Technology Process of 5-(2-Methylthioethyl)hydantoin

There total 24 articles about 5-(2-Methylthioethyl)hydantoin 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%

2-hydroxy-4-(methylthio)butyronitrile (17773-41-0) + ammonium bicarbonate → 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione (13253-44-6)

Guidance literature:

In water; at 80 ℃; for 2h;

Reference yield: 94.65%

sodium cyanide (773837-37-9) + 4-(methylthio)butanal (42919-64-2) + carbon dioxide (124-38-9,18923-20-1) → 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione (13253-44-6)

Guidance literature:

With ammonia; for 0.266667h; under 15001.5 Torr; Pressure; Time; Concentration;

Reference yield: 74.9%

2-hydroxy-4-(methylthio)butyronitrile (17773-41-0) → hydantoin amide (89033-45-4) + 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione (13253-44-6)

Guidance literature:

With ammonium carbonate; ammonium bicarbonate; In water; at 105 ℃; for 0.583333h; Reagent/catalyst; Autoclave;

upstream raw materials:

5-(2-chloro-ethyl)-imidazolidine-2,4-dione

sodium thiomethoxide

5-(β-bromoethyl)hydantoin

3-(methylsulfenyl)propanal

Downstream raw materials:

2-hydroxy-4-methylmercaptobutyric acid potassium salt

methionine sodium salt

DD/LL/LD/DL-methionylmethionine

3,6-bis[2-(methylthio)ethyl]-2,5-piperazinedione

Refernces

• 1、 Sanders, Johan P.M.,Sheldon, Roger A.. "Comparison of the sustainability metrics of the petrochemical and biomass-based routes to methionine". . p. 44 - 49. Retrieved 2015.
• 2、 -. "METHOD FOR MANUFACTURING METHIONINE". Paragraph 0078. . Retrieved 2021/04/02.
• 3、 -. "METHOD FOR PREPARING METHIONINE". Page/Page column 16; 17. . Retrieved 2018/07/29.