Dihydro-2H-thiopyran-3(4H)-one

Base Information

• Chemical Name: Dihydro-2H-thiopyran-3(4H)-one
• CAS No.: 19090-03-0
• Molecular Formula: C5H8OS
• Molecular Weight: 116.184
• Hs Code.: 2934999090
• European Community (EC) Number: 801-056-6
• DSSTox Substance ID: DTXSID00172599
• Nikkaji Number: J99.932F
• Wikidata: Q83042703
• Mol file: 19090-03-0.mol

Synonyms:Dihydro-2H-thiopyran-3(4H)-one;19090-03-0;thian-3-one;Tetrahydro-2H-thiopyran-3-one;2H-Thiopyran-3(4H)-one, dihydro-;Tetrahydrothiopyran-3-one;3-Thiacyclohexanone;3-oxothiane;3-Oxotetrahydrothiopyran;1-Thiacyclohexan-3-one;Dihydro-thiopyran-3-one;Tetrahydrothia-3-pyranone;SCHEMBL621262;DTXSID00172599;CS-D0446;MFCD00040796;AKOS005216398;DS-2769;PB28980;SY015368;5,6-Dihydro-2(H)-thiopyran-3(4H)-one;AM20090115;FT-0660742;EN300-62419;A813454;Z979714552

Chemical Property of Dihydro-2H-thiopyran-3(4H)-one

Chemical Property:

• Vapor Pressure: 0.424mmHg at 25°C
• Boiling Point: 195.2°C at 760 mmHg
• Flash Point: 85.3°C
• PSA: 42.37000
• Density: 1.134g/cm³
• LogP: 1.08250
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 116.02958605
• Heavy Atom Count: 7
• Complexity: 80.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dihydro-2H-thiopyran-3(4H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CSC1

Technology Process of Dihydro-2H-thiopyran-3(4H)-one

There total 7 articles about Dihydro-2H-thiopyran-3(4H)-one 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: 65.0%

ethyl 3-oxothiane-2-carboxylate (58509-73-2) → dihydro-2H-thiopyran-3(4H)-one (19090-03-0)

Guidance literature:

With sulfuric acid; for 14h; Reflux;

Reference yield: 61.5%

ethyl 4-<(2-ethoxy-2-oxoethyl)sulfanyl>butanoate (63449-37-6) → dihydro-2H-thiopyran-3(4H)-one (19090-03-0)

Guidance literature:

ethyl 4-<(2-ethoxy-2-oxoethyl)sulfanyl>butanoate; With sodium ethanolate; In diethyl ether; at 0 - 20 ℃; Inert atmosphere;

With sulfuric acid; In water; for 18h; Reflux;

DOI:10.1016/j.bmcl.2011.11.034

Reference yield: 45.0%

3-Hydroxytetrahydrothiopyran (22072-19-1) → dihydro-2H-thiopyran-3(4H)-one (19090-03-0)

Guidance literature:

3-Hydroxytetrahydrothiopyran; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h;

With triethylamine; In dichloromethane; at 18 - 25 ℃; for 1h;

upstream raw materials:

3-Hydroxytetrahydrothiopyran

ethyl 3-oxothiane-2-carboxylate

ethyl 4-<(2-ethoxy-2-oxoethyl)sulfanyl>butanoate

methyl 4-{[2-(methyloxy)-2-oxoethyl]thio}butanoate

Downstream raw materials:

2-phenylthio-thiacyclohexan-3-one

10-Benzyl-3,4-dihydro-2H,10H-1-thia-10-aza-anthracen-9-one

N-phenyl-3-aminothiacyclohexane

2-Phenyl-7-thia-1,2,4-triaza-spiro[4.5]decan-3-one

Refernces

• 1、 -. "SUBSTITUTED PYRAZOLE COMPOUNDS AS RORgammaT INHIBITORS AND USES THEREOF". Paragraph 0356; 0359. . Retrieved 2018/02/28.
• 2、 McCaw, Patrick G.,Buckley, Naomi M.,Eccles, Kevin S.,Lawrence, Simon E.,Maguire, Anita R.,Collins, Stuart G.. "Synthesis of Cyclic α-Diazo-β-keto Sulfoxides in Batch and Continuous Flow". . p. 3666 - 3679. Retrieved 2017/04/11.