5-(4-Hydroxybutyl)imidazolidine-2,4-dione

Base Information

• Chemical Name: 5-(4-Hydroxybutyl)imidazolidine-2,4-dione
• CAS No.: 5458-06-0
• Deprecated CAS: 68469-36-3
• Molecular Formula: C7H12N2O3
• Molecular Weight: 172.184
• Hs Code.: 2933299090
• NSC Number: 23788,16534
• DSSTox Substance ID: DTXSID60884166
• Nikkaji Number: J117.117H
• Mol file: 5458-06-0.mol

Synonyms:5-(4-hydroxybutyl)imidazolidine-2,4-dione;5458-06-0;5-(4-Hydroxybutyl)hydantoin;5-delta-Hydroxybutylhydantoin;Hydantoin, 5-(4-hydroxybutyl)-;NSC 23788;2,4-Imidazolidinedione, 5-(4-hydroxybutyl)-;5-(.epsilon.-Hydroxybutyl)hydantoin;NSC 16534;NSC16534;MFCD00075682;2, 5-(4-hydroxybutyl)-;5-d-Hydroxybutylhydantoin;5-|A-Hydroxybutylhydantoin;5-delta-hydroxybutyl hydantoin;SCHEMBL2893133;5- delta -Hydroxybutylhydantoin;DTXSID60884166;CHEBI:143267;HMS1667A16;5-(.omega.-Hydroxybutyl)hydantoin;NSC23788;AC2002;CCG-49961;NSC-16534;NSC-23788;AKOS006271844;CS-11706;SY028577;CS-0314704;FT-0669334;5-(4-Hydroxy-butyl)-imidazolidine-2,4-dione;5-(4-Hydroxybutyl)-2,4-imidazolidinedione #;A870417;SR-01000639378-1;B394B6A1-7D7C-43E9-ABCA-C5A935F5131D

Chemical Property of 5-(4-Hydroxybutyl)imidazolidine-2,4-dione

Chemical Property:

• Melting Point: 152-155°C
• Refractive Index: 1.488
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 78.43000
• Density: 1.213g/cm³
• LogP: 0.01460
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Sparingly), Water (Sparingly)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 172.08479225
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

5-δ-Hydroxybutylhydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCO)CC1C(=O)NC(=O)N1
• Uses: 5-δ-Hydroxybutylhydantoin (cas# 5458-06-0) is a compound useful in organic synthesis.

Technology Process of 5-(4-Hydroxybutyl)imidazolidine-2,4-dione

There total 16 articles about 5-(4-Hydroxybutyl)imidazolidine-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:

tetrahydrofuran-2-carbaldehyde (7681-84-7) → 5-(4-hydroxybutyl)hydantoin (5458-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4>2 CO₃; NH₄Cl; aqueous methanol

2: palladium/charcoal; aq. NaOH solution

With methanol; sodium hydroxide; palladium on activated charcoal; ammonium carbonate; ammonium chloride;

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) + potassium cyanide + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) → 5-(4-hydroxybutyl)hydantoin (5458-06-0)

Guidance literature:

3,4-dihydro-2H-pyran; With hydrogenchloride; water; at 5 ℃; for 2h; Inert atmosphere; Large scale;

potassium cyanide; With acetic acid; potassium hydroxide; In water; at 30 ℃; for 1.5h; pH=12 - 12.5; Inert atmosphere; Large scale;

ammonium carbonate; In water; at 60 ℃; for 2h; Inert atmosphere; Large scale;

DOI:10.1021/op970125x

Reference yield:

5-hydroxypentanal (4221-03-8) → 5-(4-hydroxybutyl)hydantoin (5458-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogen sulfite / 2 h / 20 °C

2: 9.5 g / tetrahydrofuran; H₂O / 1 h / 55 °C

With sodium hydrogensulfite; In tetrahydrofuran; water;

DOI:10.1080/00397910500466496

upstream raw materials:

5-(4-aminobutyl)-hydantoin

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

5-tetrahydro[2]furyl-imidazolidine-2,4-dione

5-furan-2-yl-imidazolidine-2,4-dione

Downstream raw materials:

DL-5-(δ-bromobutyl)hydantoin

(S)-2-amino-6-hydroxyhexanoic acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-hexanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

DL-indospicine