4-Methoxythiobenzoic acid methyl ester

Base Information

• Chemical Name: 4-Methoxythiobenzoic acid methyl ester
• CAS No.: 5925-50-8
• Molecular Formula: C9H10O2S
• Molecular Weight: 182.243
• Mol file: 5925-50-8.mol

Synonyms:4-Methoxybenzenecarbothioic acid O-methyl ester;4-Methoxythiobenzoic acid methyl ester

Chemical Property of 4-Methoxythiobenzoic acid methyl ester

Chemical Property:

• PSA: 50.55000
• LogP: 2.01710

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Methoxythiobenzoic acid methyl ester

There total 6 articles about 4-Methoxythiobenzoic acid methyl 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: 95.0%

methyl 4-methoxybenzoate (121-98-2) → O-methyl 4-methoxybezenecarbothioate (5925-50-8)

Guidance literature:

With tetraphosphorus decasulfide; In 5,5-dimethyl-1,3-cyclohexadiene; for 12h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2010.05.100

Reference yield: 80.0%

potassium methanolate (865-33-8) + 2-(4-nitrophenyl)vinyl 4-methoxybezenecarbonditioate (107092-32-0) → O-methyl 4-methoxybezenecarbothioate (5925-50-8) + <2-(4-Nitrophenyl)vinyl> phenacyl sulfide (101482-10-4)

Guidance literature:

In tetrahydrofuran; methanol; at 0 ℃; for 0.333333h;

DOI:10.1246/bcsj.59.1403

Reference yield:

piperidinium 4-methoxybenzenecarbodithioate (50684-41-8) → O-methyl 4-methoxybezenecarbothioate (5925-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / methanol; CH₂Cl₂ / 1 h / Ambient temperature

2: potassium t-butoxide / tetrahydrofuran / 3 h / 0 °C

3: tetrahydrofuran; methanol / 0.33 h / 0 °C

With potassium tert-butylate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1246/bcsj.59.1403

upstream raw materials:

methyl 4-methoxybenzimidate hydrochloride

methyl 4-methoxybenzoate

potassium methanolate

2-(4-nitrophenyl)vinyl 4-methoxybezenecarbonditioate

Downstream raw materials:

(4-Methoxy-phenyl)-methylselanyl-methanethione

1-methoxy-4-(methoxymethyl)benzene

ethyl 5-(4-methoxyphenyl)-1,3-thiazole-4-carboxylate

4-methoxy-N,N-dimethylbenzenecarbothioamide

Refernces

• 1、 Miura, Tomoya,Funakoshi, Yuuta,Fujimoto, Yoshikazu,Nakahashi, Junki,Murakami, Masahiro. "Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters". supporting information. p. 2454 - 2457. Retrieved 2015/05/27.
• 2、 Qiao,Dominique,Goodnow Jr.. "2,4-Disubstituted-5-acetoxythiazoles: useful intermediates for the synthesis of thiazolones and 2,4,5-trisubstituted thiazoles". . p. 3682 - 3686. Retrieved 2008/09/20.