Methyl 3-hydroxythiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-hydroxythiophene-2-carboxylate
• CAS No.: 5118-06-9
• Molecular Formula: C6H6O3S
• Molecular Weight: 158.178
• Hs Code.: 29309090
• Mol file: 5118-06-9.mol

Synonyms:2-(Carbomethoxy)-3-hydroxythiophene;3-Hydroxy-2-(methoxycarbonyl)thiophene;3-Hydroxy-2-thiophenecarboxylic acidmethyl ester;Methyl 3-hydroxy-2-thiophenecarboxylate;2-thiophenecarboxylic acid, 3-hydroxy-, methyl ester;

Chemical Property of Methyl 3-hydroxythiophene-2-carboxylate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.039mmHg at 25°C
• Melting Point: 38-43 °C(lit.)
• Refractive Index: 1.579
• Boiling Point: 232.304 °C at 760 mmHg
• PKA: 9.47±0.10(Predicted)
• Flash Point: 94.295 °C
• PSA: 74.77000
• Density: 1.373 g/cm³
• LogP: 1.24030
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Hydroxy-2-thiophenecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Hydroxy-2-thiophenecarboxylic Acid Methyl Ester, is used as a reactant in synthesizing nitro-products where reaction occurs with thiophenol. Methyl 3-hydroxythiophene-2-carboxylate is used in medicine.

Technology Process of Methyl 3-hydroxythiophene-2-carboxylate

There total 12 articles about Methyl 3-hydroxythiophene-2-carboxylate 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: 88.2%

methyl (2E)-3-methoxy-2-propenoate (5788-17-0) + Methyl thioglycolate (2365-48-2) → methyl 3-hydroxy-2-thiophenecarboxylate (5118-06-9)

Guidance literature:

With sodium methylate; In methanol; for 1h; under 7500.75 - 15001.5 Torr;

Reference yield: 82.0%

2-carbomethoxy-3-oxo tetrahydrothiophene (2689-69-2,186588-82-9) → methyl 3-hydroxy-2-thiophenecarboxylate (5118-06-9)

Guidance literature:

With sulfuryl dichloride; triethylamine;

DOI:10.1021/jo01292a012

Reference yield: 72.0%

methyl 2-chloroacrylate (80-63-7) + Methyl thioglycolate (2365-48-2) → methyl 3-hydroxy-2-thiophenecarboxylate (5118-06-9)

Guidance literature:

With sodium methylate; In methanol; at 25 ℃; for 17h;

DOI:10.1002/(SICI)1096-9063(199612)48:4<351::AID-PS485>3.0.CO;2-T

upstream raw materials:

Methyl thioglycolate

propynoic acid methyl ester

2-carbomethoxy-3-oxo tetrahydrothiophene

methyl 2-chloroacrylate

Downstream raw materials:

3-methoxythiophene-2-carboxylic acid

3-hydroxythiophene-2-carboxylic acid

methyl 3-ethoxythiophene-2-carboxylate

3-(2-Chloro-6-nitro-phenoxy)-thiophene-2-carboxylic acid methyl ester

Refernces

• 1、 Volynets, Galyna,Lukashov, Sergiy,Borysenko, Iryna,Gryshchenko, Andrii,Starosyla, Sergiy,Bdzhola, Volodymyr,Ruban, Tetiana,Iatsyshyna, Anna,Lukash, Lyubov,Bilokin, Yaroslav,Yarmoluk, Sergiy. "Identification of protein kinase fibroblast growth factor receptor 1 (FGFR1) inhibitors among the derivatives of 5-(5,6-dimethoxybenzimidazol-1-yl)-3-hydroxythiophene-2-carboxylic acid". . p. 1801 - 1808. Retrieved 2019/11/05.
• 2、 -. "Preparation method of 3-hydroxythiophene-2-carboxylate compound". Paragraph 0034-0071. . Retrieved 2019/02/10.