5-Ethyluracil

Base Information

• Chemical Name: 5-Ethyluracil
• CAS No.: 4212-49-1
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.142
• Hs Code.: 29335990
• European Community (EC) Number: 443-780-1,622-736-7
• DSSTox Substance ID: DTXSID60194959
• Nikkaji Number: J284.220C
• Wikidata: Q69754455
• Mol file: 4212-49-1.mol

Synonyms:5-ethyluracil

Chemical Property of 5-Ethyluracil

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: >300 °C
• Refractive Index: 1.482
• PKA: 9.21±0.10(Predicted)
• PSA: 65.72000
• Density: 1.164 g/cm³
• LogP: -0.37440
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 208

Purity/Quality:

99%, ^*data from raw suppliers

5-Ethyluracil ^*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

Useful:

• Canonical SMILES: CCC1=CNC(=O)NC1=O

Technology Process of 5-Ethyluracil

There total 15 articles about 5-Ethyluracil 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: 85.9%

ethyl 2-formylbutanoate (36873-42-4) + urea (57-13-6) → 5-ethyluracil (4212-49-1)

Guidance literature:

With sulfuric acid; sulfur trioxide; at 8 - 100 ℃; for 66h;

Reference yield: 60.0%

5-ethyl-6-methanesulphonyloxy-2,4-(1H,3H)-pyrimidinedione (143208-47-3) → 5-ethyluracil (4212-49-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 7600 Torr; Ambient temperature;

Reference yield: 48.0%

5-ethyl-2-thiouracil (34171-37-4) → 5-ethyluracil (4212-49-1) + 5-ethyl-4(3H)-pyrimidinone (25198-98-5)

Guidance literature:

With oxygen; ozone; In acetic acid; for 0.2h; Ambient temperature;

DOI:10.1246/bcsj.62.2939

upstream raw materials:

5-ethyl-2-thiouracil

5-ethyl-2,4-dimethoxypyrimidine

5-bromo-2,4-dimethoxypyrimidine

ethyl iodide

Downstream raw materials:

1,3-dimethyl-5-ethyluracil

2,4-bis-trimethylsilyloxy-5-ethylpyrimidine

edoxudine

1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-L-arabinofuranosyl)-5-ethyluracil

Refernces

• 1、 Otter, Graham P.,Elzagheid, Mohamed I.,Jones, Garry D.,MacCulloch, Alasdair C.,Walker, Richard T.,Oivanen, Mikko,Klika, Karel D.. "Synthesis and hydrolytic stability of the α and β anomers of 4′-thio-2′-deoxyuridine and their 5-substituted analogs. Competition between the acid-catalysed depyrimidination and isomerisation to a 5-thiopyranoside nucleoside". . p. 2343 - 2349. Retrieved 2007/10/03.
• 2、 Candiani, Ilaria,Cabri, Walter,Bedeschi, Angelo,Martinengo, Tiziano,Penco, Sergio. "SYNTHESIS OF 5-ALKYL SUBSTITUTED URACIL DERIVATIVES FROM BARBITURIC ACID". . p. 875 - 879. Retrieved 2007/10/02.