2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde

Base Information

• Chemical Name: 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde
• CAS No.: 83053-39-8
• Molecular Formula: C₁₀H₇NO₂S
• Molecular Weight: 205.237
• Mol file: 83053-39-8.mol

Synonyms:2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde;2-(2-Hydroxyphenyl)thiazole-4-carboxaldehyde;2-(o-Hydroxyphenyl)thiazole-4-carbaldehyde;4-Thiazolecarboxaldehyde, 2-(2-hydroxyphenyl)-

Chemical Property of 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde

There total 14 articles about 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde 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: 70.0%

2-bromothiazole-4-carbaldehyde (5198-80-1) + 2-hydroxyphenyl boronic acid (89466-08-0) → 2'-(2-hydroxyphenyl)-2'-thiazole-4'-carboxaldehyde (83053-39-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; at 20 - 100 ℃; for 0.833333h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.biochem.8b00716

Reference yield: 61.0%

2'-(2-hydroxyphenyl)-2'-thiazole-4'-(N-methoxy-N-methyl)carboxamide (828936-79-4) → 2'-(2-hydroxyphenyl)-2'-thiazole-4'-carboxaldehyde (83053-39-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00098

Reference yield: 40.0%

2'-(2-t-butyldiphenylsilyloxyphenyl)-2'-thiazoline-4'-carboxaldehyde (262419-95-4) → 2'-(2-hydroxyphenyl)-2'-thiazole-4'-carboxaldehyde (83053-39-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

DOI:10.1016/S0040-4020(99)00946-1

upstream raw materials:

4-Dimethoxymethyl-2-(o-hydroxyphenyl)-thiazol

(R)-2-(2-hydroxyphenyl)-4-hydroxymethyl-4,5-dihydrothiazole

2'-(2-t-butyldiphenylsilyloxyphenyl)-2'-thiazoline-4'-carboxaldehyde

2'-(2-hydroxyphenyl)-2'-thiazole-4'-(N-methoxy-N-methyl)carboxamide

Refernces

• 1、 Ronnebaum, Trey A.,McFarlane, Jeffrey S.,Prisinzano, Thomas E.,Booker, Squire J.,Lamb, Audrey L.. "Stuffed Methyltransferase Catalyzes the Penultimate Step of Pyochelin Biosynthesis". . p. 665 - 678. Retrieved 2019.
• 2、 Aniebok, Victor,Lee, Hsiau-Wei,Macmillan, John B.,Shingare, Rahul D.. "Synthesis and Investigation of the Abiotic Formation of Pyonitrins A-D". supporting information. . Retrieved 2020/02/22.