5-Ethyl-2-thiouracil

Base Information

• Chemical Name: 5-Ethyl-2-thiouracil
• CAS No.: 34171-37-4
• Molecular Formula: C6H8 N2 O S
• Molecular Weight: 156.208
• Hs Code.: 29335990
• DSSTox Substance ID: DTXSID60388230
• Nikkaji Number: J936.092A
• Mol file: 34171-37-4.mol

Synonyms:5-Ethyl-2-thiouracil;34171-37-4;5-Ethyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one;5-ethyl-2-sulfanylidene-1H-pyrimidin-4-one;MFCD00079592;4(1H)-Pyrimidinone, 5-ethyl-2,3-dihydro-2-thioxo-;5-Athyl-2-thiouracil;SCHEMBL3540299;SCHEMBL11158269;DTXSID60388230;JYBWJPAOAQCXAX-UHFFFAOYSA-N;5-ethyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one;(4-nitropyridin-2-yl)methyl?acetate;AKOS006337098;AKOS032960522;5-ethyl-2-thioxo-1H-pyrimidin-4-one;GS-3964;SB57810;SY021690;FT-0687995;A853825;5-ethyl-2,3-dihydro-2-thioxopyrimidin-4(1H)-one;5-ethyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone;J-019477;J-517471

Chemical Property of 5-Ethyl-2-thiouracil

Chemical Property:

• Melting Point: 191-193℃
• PSA: 80.74000
• LogP: 0.99490
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 156.03573406
• Heavy Atom Count: 10
• Complexity: 210

Purity/Quality:

98%min ^*data from raw suppliers

5-Ethyl-2-thiouracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CNC(=S)NC1=O
• Uses: 5-Ethyl-2-thiouracil is a modified nucleobase and a versatile reactant used in the synthesis. It was used as a reactant in the inhibition of Hepatitis B virus (HBV) replication.

Technology Process of 5-Ethyl-2-thiouracil

There total 8 articles about 5-Ethyl-2-thiouracil 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: 82.0%

butanoic acid ethyl ester (105-54-4) + thiourea (17356-08-0) + formic acid ethyl ester (109-94-4) → 5-ethyl-2-thiouracil (34171-37-4)

Guidance literature:

butanoic acid ethyl ester; formic acid ethyl ester; With potassium tert-butylate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 3h; Inert atmosphere;

thiourea; In isopropyl alcohol; Reflux;

With acetic acid; In water; pH=4;

Reference yield:

methyl 2-((dimethylamino)methylene)butanoate + thiourea (17356-08-0) → 5-ethyl-2-mercaptopyrimidin-4-ol (34171-37-4)

Guidance literature:

With sodium methylate; In methanol; for 17h; Inert atmosphere; Molecular sieve; Reflux;

DOI:10.1021/jm501446r

Reference yield:

5-ethyl-2-methylsulfanyl-3H-pyrimidin-4-one (30150-54-0) → 5-ethyl-2-thiouracil (34171-37-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01228a042

upstream raw materials:

5-ethyl-2-methylsulfanyl-3H-pyrimidin-4-one

Methyl formate

butanoic acid methyl ester

sodium methylate

Downstream raw materials:

2-{[(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]thio}-5-ethyl-4(1H)-pyrimidinone

cyclobutanecarboxylic acid {3-[5-ethyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

2,4-dichloro-5-ethylpyrimidine

2-methylthio-5-ethyluracil

Refernces

• 1、 -. "PYRAZOLE DERIVATIVES AS DIHYDROOROTATE DEHYDROGENASE (DHODH) INHIBITORS". Page/Page column 100. . Retrieved 2015/11/03.
• 2、 McIver, Edward G.,Bryans, Justin,Birchall, Kristian,Chugh, Jasveen,Drake, Thomas,Lewis, Stephen J.,Osborne, Joanne,Smiljanic-Hurley, Ela,Tsang, William,Kamal, Ahmad,Levy, Alison,Newman, Michelle,Taylor, Debra,Arthur, J. Simon C.,Clark, Kristopher,Cohen, Philip. "Synthesis and structure-activity relationships of a novel series of pyrimidines as potent inhibitors of TBK1/IKKε kinases". . p. 7169 - 7173,5. Retrieved 2012/12/12.