5-Fluoroorotic acid methyl ester

Base Information

• Chemical Name: 5-Fluoroorotic acid methyl ester
• CAS No.: 1996-54-9
• Molecular Formula: C6H5 F N2 O4
• Molecular Weight: 188.11
• Hs Code.: 2933599090
• NSC Number: 64333
• DSSTox Substance ID: DTXSID80941866
• Wikidata: Q82918801
• Mol file: 1996-54-9.mol

Synonyms:1996-54-9;methyl 5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate;5-Fluoroorotic acid methyl ester;methyl 5-fluoro-2,4-dioxo-1H-pyrimidine-6-carboxylate;KC 898;4-Pyrimidinecarboxylic acid, 5-fluoro-1,2,3,6-tetrahydro-2, 6-dioxo-, methyl ester;4-Pyrimidinecarboxylic acid, 5-fluoro-1,2,3,6-tetrahydro-2,6-dioxo-, methyl ester;Methyl-5-fluoroorotate;NCIOpen2_000214;SCHEMBL21886927;DTXSID80941866;HVRPGESTLCRKKH-UHFFFAOYSA-N;NSC64333;NSC-64333;Orotic acid, 5-fluoro-, methyl ester;BS-21935;CS-0144672;Methyl 5-fluoro-2,6-dihydroxypyrimidine-4-carboxylate;Methyl 5-fluoro-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylate #;methyl5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate;Pyrimidine-6-carboxylic acid, 5-fluoro-2,4(1H,3H)-dioxo-, methyl ester;5-Fluoro-1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidine-carboxylic acid, methyl ester;5-Fluoro-1,3,6-tetrahydro-2,6-dioxo-4-pyrimidine-carboxylic acid, methyl ester

Chemical Property of 5-Fluoroorotic acid methyl ester

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 3.20±0.10(Predicted)
• Flash Point: °C
• PSA: 92.02000
• Density: 1.55g/cm³
• LogP: -1.01110
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 188.02333481
• Heavy Atom Count: 13
• Complexity: 323

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=O)NC(=O)N1)F

Technology Process of 5-Fluoroorotic acid methyl ester

There total 2 articles about 5-Fluoroorotic acid methyl ester 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: 70.0%

5-fluoroorotic acid (703-95-7) + methyl iodide (74-88-4) → methyl 5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate (1996-54-9)

Guidance literature:

5-fluoroorotic acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-d₆-formamide; at 20 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

Reference yield:

→ methyl 5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate (1996-54-9)

Guidance literature:

Carbonsaeure*1 H2O, H2SO4/Me.;

upstream raw materials:

5-fluoroorotic acid

methyl iodide

Refernces

• 1、 BONO Jr.,CHENG,FREI 3rd.,KELLY. "MEHTYL-5-FLUOROOROTATE: SYNTHESIS AND COMPARISON WITH 5-FLUOROOROTIC". . p. 513 - 517. Retrieved 2007/10/09.