S-ethyl 4-methoxybenzothioate

Base Information

• Chemical Name: S-ethyl 4-methoxybenzothioate
• CAS No.: 22872-52-2
• Molecular Formula: C₁₀H₁₂O₂S
• Molecular Weight: 196.27
• Mol file: 22872-52-2.mol

Synonyms:S-ethyl 4-methoxybenzothioate

Chemical Property of S-ethyl 4-methoxybenzothioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-ethyl 4-methoxybenzothioate

There total 6 articles about S-ethyl 4-methoxybenzothioate 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: 97.0%

S-ethyl p-toluenethiosulfonate (28519-30-4) + 4-methoxy-benzaldehyde (123-11-5) → S-ethyl 4-methoxybenzothioate (22872-52-2)

Guidance literature:

With sodium carbonate; 9,10-phenanthrenequinone; In acetonitrile; at 20 ℃; for 14h; Schlenk technique; Sealed tube; Irradiation; Inert atmosphere;

DOI:10.1002/chem.201900932

Reference yield: 93.2%

4-methoxy-benzoyl chloride (100-07-2) + ethanethiol (75-08-1) → S-ethyl 4-methoxybenzothioate (22872-52-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201611974

Reference yield: 76.0%

C3H5OS(1+)*F6Sb(1-) (75599-70-1) + methoxybenzene (100-66-3) → S-ethyl 4-methoxybenzothioate (22872-52-2)

Guidance literature:

In liquid sulphur dioxide; at -78 ℃; for 0.25h;

DOI:10.1021/jo00315a040

upstream raw materials:

4-methoxy-benzoyl chloride

ethanethiol

C₃H₅OS⁽¹⁺⁾*F₆Sb^(1-)

methoxybenzene

Downstream raw materials:

2,4'-dimethoxybenzophenone

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-Methoxybenzyl alcohol

4-methoxybenzoic acid

Refernces

• 1、 Zhang, Yueteng,Ji, Peng,Hu, Wenbo,Wei, Yongyi,Huang, He,Wang, Wei. "Organocatalytic Transformation of Aldehydes to Thioesters with Visible Light". supporting information. p. 8225 - 8228. Retrieved 2019/07/16.
• 2、 Gopinath, Purushothaman,Vidyarini, Ravindran Sasitha,Chandrasekaran, Srinivasan. "Synthesis of thioesters by simultaneous activation of carboxylic acids and alcohols using PPh3/NBS with benzyltriethylammonium tetrathiomolybdate as the sulfur transfer reagent". experimental part. p. 6043 - 6047. Retrieved 2010/03/25.