3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide

Base Information

• Chemical Name: 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide
• CAS No.: 1600528-05-9
• Molecular Formula: C₁₇H₁₄N₂O₂S₂
• Molecular Weight: 342.442
• Mol file: 1600528-05-9.mol

Synonyms:3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide

Chemical Property of 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide

There total 11 articles about 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide 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: 73.0%

→ 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide (1600528-05-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 5.5h;

Reference yield: 48.0%

C22H22N2O3S2 → 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide (1600528-05-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 5.5h;

DOI:10.1002/cmdc.201300414

Reference yield:

3-acetylbenzoic acid (586-42-5) → 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide (1600528-05-9)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid / methanol / 26.5 h / Reflux

2: bromine; hydrogen bromide; acetic acid / chloroform / 2 h / 0 - 20 °C

3: chloroform; ethanol / 3 h / 70 °C / Molecular sieve; Inert atmosphere

4: sodium hydroxide; water / tetrahydrofuran; methanol; chloroform / 5 h / 20 °C

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 30 h / 20 °C

6: toluene-4-sulfonic acid / methanol / 5.5 h / 20 °C

With sulfuric acid; water; hydrogen bromide; bromine; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201300414

upstream raw materials:

3-acetylbenzoic acid

methyl 3-acetylbenzoate

α-bromo-3-acetylbenzoic acid methyl ester

(phenylthio)acetic acid

Refernces

• 1、 Suzuki, Takayoshi,Muto, Nobusuke,Bando, Masashige,Itoh, Yukihiro,Masaki, Ayako,Ri, Masaki,Ota, Yosuke,Nakagawa, Hidehiko,Iida, Shinsuke,Shirahige, Katsuhiko,Miyata, Naoki. "Design, synthesis, and biological activity of NCC149 derivatives as histone deacetylasea 8-selective inhibitors". . p. 657 - 664. Retrieved 2014/03/21.