2H-Thiopyran, 4-(4-chlorophenyl)tetrahydro-

Base Information

• Chemical Name: 2H-Thiopyran, 4-(4-chlorophenyl)tetrahydro-
• CAS No.: 774-51-6
• Molecular Formula: C₁₁H₁₃ClS
• Molecular Weight: 212.743
• DSSTox Substance ID: DTXSID80357266
• Wikidata: Q82137116
• Mol file: 774-51-6.mol

Synonyms:4-(4-chlorophenyl)thiane;774-51-6;2H-Thiopyran, 4-(4-chlorophenyl)tetrahydro-;4-(4-chlorophenyl)tetrahydro-2H-thiopyran;DTXSID80357266;AO-436/40882365

Chemical Property of 2H-Thiopyran, 4-(4-chlorophenyl)tetrahydro-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 212.0426493
• Heavy Atom Count: 13
• Complexity: 146

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSCCC1C2=CC=C(C=C2)Cl

Technology Process of 2H-Thiopyran, 4-(4-chlorophenyl)tetrahydro-

There total 4 articles about 2H-Thiopyran, 4-(4-chlorophenyl)tetrahydro- 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:

C11H14BClO2S → 4-(4-chlorophenyl)tetrahydro-2H-thiopyran (774-51-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201710445

Reference yield:

3-methoxy-3-methyl-4-oxa-8-thia-1,2-diazaspiro[4.5]dec-1-ene → 4-(4-chlorophenyl)tetrahydro-2H-thiopyran (774-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.33 h / 10 °C / Flow reactor; UV-irradiation; Inert atmosphere

2: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201710445

Reference yield:

Tetrahydrothiopyran-4-one (1072-72-6) → 4-(4-chlorophenyl)tetrahydro-2H-thiopyran (774-51-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / 2 h / Dean-Stark; Inert atmosphere; Reflux

1.2: 1 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.33 h / 10 °C / Flow reactor; UV-irradiation; Inert atmosphere

3.1: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1002/anie.201710445

upstream raw materials:

Tetrahydrothiopyran-4-one

Downstream raw materials:

trans-4-(p-chlorophenyl)thiane 1-oxide

cis-4-(p-chlorophenyl)thiane 1-oxide

Refernces