4-Hydroxylthiocoumarin

Base Information

• Chemical Name: 4-Hydroxylthiocoumarin
• CAS No.: 16854-67-4
• Molecular Formula: C9H6O2S
• Molecular Weight: 178.211
• Hs Code.: 2932209090
• Mol file: 16854-67-4.mol

Synonyms:1-Thiocoumarin,4-hydroxy- (6CI,7CI,8CI);4-Hydroxy-1-(2H)-benzothiopyran-2-one;4-Hydroxy-1-thiacoumarin;4-Hydroxy-1-thiocoumarin;4-Hydroxy-2-oxo-2H-1-benzothiopyran;4-Hydroxy-2H-1-benzothiopyran-2-one;4-Hydroxythiocoumarin;

Chemical Property of 4-Hydroxylthiocoumarin

Chemical Property:

• Vapor Pressure: 0.000315mmHg at 25°C
• Melting Point: 209 °C(Solv: water (7732-18-5))
• Refractive Index: 1.726
• Boiling Point: 307.4 °C at 760 mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 139.7 °C
• PSA: 65.54000
• Density: 1.478 g/cm³
• LogP: 1.96710
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

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

4-?Hydroxy-2H-?1-?benzothiopyran-?2-?one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-?Hydroxy-2H-?1-?benzothiopyran-?2-?one is an intermediate in synthesizing Difethialone (D445450), is an anticoagulant rodenticide widely used to control rodent infestations.

Technology Process of 4-Hydroxylthiocoumarin

There total 10 articles about 4-Hydroxylthiocoumarin 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: 91.0%

3-carbethoxy-4-hydroxy-1-thiocoumarin → 4-hydroxythiocumarin (16854-67-4)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 2h; Heating;

DOI:10.1080/00397910008087139

Reference yield: 86.0%

1-(2-mercaptophenyl)ethan-1-one (26824-02-2) + Diethyl carbonate (105-58-8,76619-83-5) → 4-hydroxythiocumarin (16854-67-4)

Guidance literature:

With sodium hydride; In toluene; at 100 ℃; for 3h;

DOI:10.1081/SCC-100104003

Reference yield: 81.0%

1-(2-mercaptophenyl)ethan-1-one (26824-02-2) + carbonic acid dimethyl ester (616-38-6) → 4-hydroxythiocumarin (16854-67-4)

Guidance literature:

With sodium hydride; In toluene; at 100 ℃; for 3h;

DOI:10.1081/SCC-100104003

upstream raw materials:

phosgene

1-(2-mercaptophenyl)ethan-1-one

carbonic acid dimethyl ester

Diethyl carbonate

Downstream raw materials:

(2R,3R)-3-(4-methoxyphenyl)-2-nitro-2H-thiochromeno[4,3-b]furan-4(3H)-one

Refernces

• 1、 Hajdok, Szilvia,Conrad, Juergen,Leutbecher, Heiko,Strobel, Sabine,Schleid, Thomas,Beifuss, Uwe. "The laccase-catalyzed domino reaction between catechols and heterocyclic 1,3-dicarbonyls and theunambiguous structure elucidation of the products by NMR spectroscopy and X-ray crystal structure analysis". . p. 7230 - 7237. Retrieved 2009.
• 2、 Arjunan,Santhanam,Sakiladevi,Marchewka,Mohan. "Synthesis and characterization of an anticoagulant 4-hydroxy-1-thiocoumarin by FTIR, FT-Raman, NMR, DFT, NBO and HOMO-LUMO analysis". . p. 305 - 316. Retrieved 2013/05/09.