5-Hydroxyhydantoin

Base Information

• Chemical Name: 5-Hydroxyhydantoin
• CAS No.: 29410-13-7
• Molecular Formula: C3H4 N2 O3
• Molecular Weight: 116.076
• Hs Code.: 2933990090
• UNII: 53RWX86RYV
• DSSTox Substance ID: DTXSID80400049
• Nikkaji Number: J70.969G
• Wikipedia: 5-Hydroxyhydantoin
• Metabolomics Workbench ID: 71761
• Mol file: 29410-13-7.mol

Synonyms:5-HYDROXYHYDANTOIN;29410-13-7;5-hydroxyimidazolidine-2,4-dione;2,4-Imidazolidinedione, 5-hydroxy-;5-Hydroxy-2,4-imidazolidinedione;Hydantoin, 5-hydroxy-;53RWX86RYV;glyoxalurea NIST;UNII-53RWX86RYV;5-hydroxyhydantoin, AldrichCPR;SCHEMBL1864031;SCHEMBL9868610;DTXSID80400049;AKOS006280828;CS-0349315;FT-0620486;EN300-216136;J-017498

Chemical Property of 5-Hydroxyhydantoin

Chemical Property:

• Melting Point: 152-154掳C
• Refractive Index: 1.545
• PSA: 78.43000
• Density: 1.64g/cm³
• LogP: -1.19820
• Storage Temp.: Refrigerator
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 116.02219199
• Heavy Atom Count: 8
• Complexity: 144

Purity/Quality:

98%Min ^*data from raw suppliers

5-Hydroxyhydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C(=O)NC(=O)N1)O
• Uses: 5-Hydroxyhydantoin (cas# 29410-13-7) is a compound useful in organic synthesis.

Technology Process of 5-Hydroxyhydantoin

There total 7 articles about 5-Hydroxyhydantoin 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: 34.0%

6-Methyluracil (626-48-2) → 5-hydroxy-hydantoin (29410-13-7) + 1-acetyl-5-hydroxyhydantoin (124443-50-1)

Guidance literature:

With oxygen; ozone; In water; at 37 ℃; for 2h;

DOI:10.1246/cl.1999.723

Reference yield: 20.0%

6-chloromethyluracil (18592-13-7) → 5-hydroxy-hydantoin (29410-13-7) + 1-(chloroacetyl)-5-hydroxyhydantoin (124443-51-2) + chloroacetic acid (79-11-8)

Guidance literature:

With oxygen; ozone; In acetic acid; at 20 ℃; for 0.333333h; Product distribution;

DOI:10.1021/jo00291a062

Reference yield:

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 5-hydroxy-hydantoin (29410-13-7) + parabanic acid (120-89-8) + 5-hydroxyuracil (20636-41-3) + 5,6-dihydroxypyrimidine-2,4(1H,3H)-dione (102636-37-3) + N-formyl-N'-glyoxylurea (35805-53-9) + oxaluric acid (585-05-7)

Guidance literature:

With sonolysis; In water; at 25 ℃; for 2h; Product distribution; Mechanism; further reaction times, under air or under further gases;

upstream raw materials:

6-Methyluracil

6-chloromethyluracil

Cytosine

uracil

Downstream raw materials:

5-(4-hydroxy-phenyl)-imidazolidine-2,4-dione

5-<(benzyloxycarbonyl)amino>hydantoin

parabanic acid

2,4-imidazolidinedione

Refernces

• 1、 Wagner, J. R.. "Analysis of oxidative cytosine products in DNA exposed to ionizing radiation". . p. 1280 - 1286. Retrieved 2007/10/02.
• 2、 Matsui, Masaki,Nakazumi, Hiroyuki,Kamiya, Kazusaki,Yatome, Chizuko,Shibata, Katsuyoshi,Muramatsu, Hiroshige. "Ozonolysis of Uracils in Water". . p. 723 - 724. Retrieved 2007/10/02.