Benzenecarbothioic acid, 4-methyl-, S-(4-methylphenyl) ester

Base Information

• Chemical Name: Benzenecarbothioic acid, 4-methyl-, S-(4-methylphenyl) ester
• CAS No.: 39248-95-8
• Molecular Formula: C15H14OS
• Molecular Weight: 242.342
• Mol file: 39248-95-8.mol

Synonyms:

Chemical Property of Benzenecarbothioic acid, 4-methyl-, S-(4-methylphenyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenecarbothioic acid, 4-methyl-, S-(4-methylphenyl) ester

There total 22 articles about Benzenecarbothioic acid, 4-methyl-, S-(4-methylphenyl) ester 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: 96.0%

para-bromotoluene (106-38-7) + 2-(p-tolylthio)-2-oxoacetic acid (106871-53-8) → S-(p-tolyl) p-methylbenzothioathe (39248-95-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; at 100 ℃; for 8h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;

Reference yield: 96.0%

(4-methylphenyl)(oxo)acetic acid (7163-50-0) + para-thiocresol (106-45-6) → S-(p-tolyl) p-methylbenzothioathe (39248-95-8)

Guidance literature:

With dipotassium peroxodisulfate; In water; acetonitrile; at 70 ℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/c5ob00769k

Reference yield: 95.0%

4-tolyl iodide (624-31-7) + 2-(p-tolylthio)-2-oxoacetic acid (106871-53-8) → S-(p-tolyl) p-methylbenzothioathe (39248-95-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; at 25 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b03701

upstream raw materials:

para-chlorotoluene

para-thiocresol

4-methyl-benzoyl chloride

carbon monoxide

Downstream raw materials:

diphenyl(p-tolyl)phosphine oxide

4-methylphenylmethyl diphenylphosphine oxide

(4-Methylbenzoyl)-4-tolyl-sulfon

di-(p-tolyl)sulfane

Refernces

• 1、 Xu, Kaiqiang,Liu, Long,Li, Zhaohui,Huang, Tianzeng,Xiang, Kang,Chen, Tieqiao. "Controllable phosphorylation of thioesters: Selective synthesis of aryl and benzyl phosphoryl compounds". . p. 14653 - 14663. Retrieved 2020/12/29.
• 2、 Wang, Qun,Liu, Long,Dong, Jianyu,Tian, Zhibin,Chen, Tieqiao. "Metal-free thioesterification of amides generating acyl thioesters". supporting information. p. 9384 - 9388. Retrieved 2019/06/21.