5-Fluoro-4-mercapto-2-hydroxypyrimidine

Base Information

• Chemical Name: 5-Fluoro-4-mercapto-2-hydroxypyrimidine
• CAS No.: 671-41-0
• Molecular Formula: C₄H₃FN₂OS
• Molecular Weight: 146.145
• Hs Code.: 2933599590
• European Community (EC) Number: 633-672-4
• NSC Number: 526699
• DSSTox Substance ID: DTXSID50381755
• Mol file: 671-41-0.mol

Synonyms:671-41-0;5-fluoro-4-mercapto-2-hydroxypyrimidine;5-fluoro-4-thioxo-3,4-dihydropyrimidin-2(1H)-one;5-Fluoro-4-thiouracil;5-fluoro-4-sulfanylidene-1H-pyrimidin-2-one;5-fluoro-4-thioxo-1,2,3,4-tetrahydropyrimidin-2-one;5-Fluoro-4-sulfanylidene-1,2,3,4-tetrahydropyrimidin-2-one;NSC526699;Sc1nc(O)ncc1F;SCHEMBL1056570;DTXSID50381755;CHEBI:194803;SOEINGHMICSQAA-UHFFFAOYSA-N;MFCD00832105;AKOS006222325;AKOS015909347;AKOS024319655;NSC-526699;5-luoro-6-sulanyl-1H-pyrimidin-2-one;CS-0240202;FT-0705218;EN300-226681;5-fluoro-4-sulfanyl-1,2-dihydropyrimidin-2-one;5-fluoro-4-thioxo-3,4-dihydro-2(1H)-pyrimidinone;2(1H)-pyrimidinone, 5-fluoro-3,4-dihydro-4-thioxo-;InChI=1/C4H3FN2OS/c5-2-1-6-4(8)7-3(2)9/h1H,(H2,6,7,8,9

Chemical Property of 5-Fluoro-4-mercapto-2-hydroxypyrimidine

Chemical Property:

• Refractive Index: 1.626
• PSA: 80.74000
• Density: 1.57 g/cm³
• LogP: 0.57160
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 145.99501206
• Heavy Atom Count: 9
• Complexity: 201

Purity/Quality:

99%, ^*data from raw suppliers

5-FLUORO-4-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDIN-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Fluoro-4-mercapto-2-hydroxypyrimidine

There total 4 articles about 5-Fluoro-4-mercapto-2-hydroxypyrimidine 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: 92.0%

5-fluorouracil (51-21-8) → 5-fluoro-4-thiouracil (671-41-0)

Guidance literature:

With diphosphorus pentasulfide; sodium hydrogencarbonate; In diethylene glycol dimethyl ether; at 110 ℃; for 3h;

DOI:10.1055/s-1987-27906

Reference yield: 91.0%

5-fluorouracil (51-21-8) → 4-thio-5-fluorouracil (671-41-0)

Guidance literature:

With tetraphosphorus decasulfide; In 1,4-dioxane; for 3h; Heating;

DOI:10.1021/jm00115a017

Reference yield:

5-fluorouracil (51-21-8) + pyrographite (7440-44-0) → 5-fluoro-4-thiouracil (671-41-0) + 5-fluoro-4-(methylthio)pyrimidin-2(1H)-one (1480-95-1)

Guidance literature:

With diphosphorus pentasulfide; In 1,4-dioxane; water;

upstream raw materials:

5-fluorouracil

pyrographite

5-fluorouracil

Downstream raw materials:

4-chloro-5-fluoro-2(1H)-pyrimidone

5-fluoro-2-pyrimidinone

Refernces

• 1、 Driscoll, John S.,Marquez, Victor E.,Plowman, Jacqueline,Liu, Paul S.,Kelley, James A.,Barchi, Joseph J.. "Antitumor Properties of 2(1H)-Pyrimidinone Riboside (Zebularine) and Its Fluorinated Analogues". . p. 3280 - 3284. Retrieved 2007/10/02.
• 2、 Lapucha, Andrzej R.. "A Rapid and Efficient Synthesis of Sulfur Analogues of Pyrimidine Bases". . p. 256 - 258. Retrieved 2007/10/02.