6-Ethyl-4-hydroxy-2-mercaptopyrimidine

Base Information

• Chemical Name: 6-Ethyl-4-hydroxy-2-mercaptopyrimidine
• CAS No.: 53939-83-6
• Molecular Formula: C6H8 N2 O S
• Molecular Weight: 156.208
• Hs Code.: 2933599090
• NSC Number: 58555
• DSSTox Substance ID: DTXSID70369651
• Nikkaji Number: J2.211.758K
• Mol file: 53939-83-6.mol

Synonyms:53939-83-6;6-Ethyl-4-hydroxy-2-mercaptopyrimidine;6-ethyl-2-mercaptopyrimidin-4(3H)-one;6-ethyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone;6-ethyl-2-sulfanylidene-1H-pyrimidin-4-one;6-ethyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one;MFCD02186898;6-ethyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one;NSC58555;6-ethyl-2-thiouracil;6-Athyl-2-thiouracil;6-ETHYL-2-MERCAPTOPYRIMIDIN-4-OL;Maybridge1_007019;SCHEMBL503238;SCHEMBL23160962;HMS561H01;DTXSID70369651;GEDSLQYKIOAKQA-UHFFFAOYSA-N;2-mercapto-6-ethylpyrimidine-4-one;NSC-58555;STL102642;AKOS004122723;AKOS005070749;AKOS005362467;SB55698;4-Hydroxy-2-mercapto-6-ethylpyrimidine;4-Hydroxy-2-mercapto-6-ethyl pyrimidine;AC-10792;6-Ethyl-2(1H)-thioxopyrimidine-4(3H)-one;BB 0242495;FT-0680462;EN300-141591;6-ethyl-2-sulfanyl-1,4-dihydropyrimidin-4-one;5R-0252;6-Ethyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4- one;J-518688;6-Ethyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one;F1967-0506;F2199-0033;Z1742055054;6-Ethyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone, AldrichCPR

Chemical Property of 6-Ethyl-4-hydroxy-2-mercaptopyrimidine

Chemical Property:

• Vapor Pressure: 0.0308mmHg at 25°C
• Melting Point: 228-230°C
• Boiling Point: 244.2°C at 760 mmHg
• PKA: 7.66±0.20(Predicted)
• Flash Point: 101.5°C
• PSA: 84.81000
• Density: 1.29g/cm³
• LogP: 1.03330
• 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

6-ethyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=O)NC(=S)N1

Technology Process of 6-Ethyl-4-hydroxy-2-mercaptopyrimidine

There total 5 articles about 6-Ethyl-4-hydroxy-2-mercaptopyrimidine 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: 87.0%

thiourea (17356-08-0) + ethyl propanoylacetate (4949-44-4) → 6-ethyl-2,3-dihydro-2-thioxopyrimidin-4(1H)-one (53939-83-6)

Guidance literature:

Reflux;

DOI:10.3390/molecules25153379

Reference yield: 83.0%

thiourea (17356-08-0) + ethyl propanoylacetate (4949-44-4) → 6-ethyl-2-mercaptopyrimidin-4-one (53939-83-6)

Guidance literature:

With sodium ethanolate; In ethanol; N,N-dimethyl-formamide; at 130 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/cc900176x

Reference yield: 69.0%

thiourea (17356-08-0) + 3,5-heptanedione (7424-54-6) → 6-ethyl-2,3-dihydro-2-thioxopyrimidin-4(1H)-one (53939-83-6)

Guidance literature:

With sodium ethanolate; In ethanol; at 78 ℃;

DOI:10.1016/j.molstruc.2021.132092

upstream raw materials:

thiourea

ethyl propanoylacetate

2-acetylpropanoic acid ethyl ester

3,5-heptanedione

Downstream raw materials:

6-ethyl-2-(methylthio)pyrimidin-4(3H)-one

6-ethylpyrimidine-2,4(1H,3H)-dione

6-Ethyl-3-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-2-thiouracil

6-ethyl-pyrimidine-2,4,5-triyltriamine

Refernces

• 1、 Alsherbiny, Muhammad A.,Canfield, Peter,Fares, Mohamed,Gale, Philip A.,Guang Li, Chun,Jochmans, Dirk,Keller, Paul A.,Lewis, William,Neyts, Johan,Willis, Anthony C.. "Synthesis, X-ray crystallographic analysis, DFT studies and biological evaluation of triazolopyrimidines and 2-anilinopyrimidines". . . Retrieved 2021/12/21.
• 2、 Hao, Shulin,Cai, Zengfei,Cao, Yangyang,Du, Xiaohua. "Design, synthesis, and acaricidal activity of phenyl methoxyacrylates containing 2-alkenylthiopyrimidine". . . Retrieved 2020/09/16.