3-Oxauracil

Base Information

• Chemical Name: 3-Oxauracil
• CAS No.: 34314-63-1
• Molecular Formula: C₄H₃NO₃
• Molecular Weight: 113.073
• Hs Code.: 2934999090
• European Community (EC) Number: 636-451-0
• NSC Number: 163038
• UNII: 14LW71VVM6
• DSSTox Substance ID: DTXSID30187878
• Nikkaji Number: J42.601F
• Wikidata: Q83059627
• ChEMBL ID: CHEMBL3250627
• Mol file: 34314-63-1.mol

Synonyms:1,3-oxazine-2,6-dione;2,3-dihydro-1,3-6H-oxazinedione;3-oxauracil

Chemical Property of 3-Oxauracil

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 63.07000
• Density: 1.416g/cm³
• LogP: -0.67190
• Storage Temp.: -20°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 113.011292958
• Heavy Atom Count: 8
• Complexity: 161

Purity/Quality:

99%min ^*data from raw suppliers

2H-1,3-Oxazine-2,6(3H)-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)OC1=O

Technology Process of 3-Oxauracil

There total 8 articles about 3-Oxauracil 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: 85.0%

2,7-exo-4,11,6-dioxazatricyclo<6.2.1.02,7>undec-9-ene-3,5-dione → 3-oxauracil (34314-63-1)

Guidance literature:

In benzene; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)86298-0

Reference yield: 77.0%

maleic anhydride (108-31-6) → 3-oxauracil (34314-63-1)

Guidance literature:

With trimethylsilylazide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.jbc.2021.100651

Reference yield:

maleic anhydride (108-31-6) + trimethylsilylazide (4648-54-8) → 3-oxauracil (34314-63-1)

Guidance literature:

maleic anhydride; trimethylsilylazide; In benzene; at 50 - 60 ℃; for 3h;

With ethanol; In benzene; at 20 ℃; for 3h;

upstream raw materials:

maleiimide

maleic anhydride

maleamic acid

cis N-tert-butyloxycarbonyl dehydro β-alanine

Downstream raw materials:

3-(tri-O-benzoyl-β-D-ribofuranosyl)-3H-[1,3]oxazine-2,6-dione

acetaldehyde

5,9-Dihydro-3-(p-tolyl)-8H-1,2,4-triazino<5,6-b><1,4>diazepin-8-on

Refernces

• 1、 Mukherjee, Tathagata,Zhang, Yang,Abdelwahed, Sameh,Ealick, Steven E.,Begley, Tadhg P.. "Catalysis of a flavoenzyme-mediated amide hydrolysis". supporting information; scheme or table. p. 5550 - 5551. Retrieved 2010/06/14.
• 2、 -. "Carboxamide Compound and Use of the Same". Page/Page column 15. . Retrieved 2009/05/28.