5-Bromo-thiophene-2-carboxylic acid methyl ester
- Product Name
- 5-Bromo-thiophene-2-carboxylic acid methyl ester
- CAS No.
- 62224-19-5
- Chemical Name
- 5-Bromo-thiophene-2-carboxylic acid methyl ester
- Synonyms
- 5-broMo-;Methyl 2-broMothiophene-5...;2-Bromo-5-(methoxycarbonyl)thiophene;Methyl 2-broMothiophene-5-carboxylate;Methyl 5-bromo-2-thiophenecarboxylate;methyl 5-bromothiophene-2-carboxylate;5-bromo-2-thiophenecarboxylic acid methyl ester;5-Bromo-thiophene-2-carboxylic acid methyl ester;2-Thiophenecarboxylic acid, 5-bromo-, methyl ester
- CBNumber
- CB01113336
- Molecular Formula
- C6H5BrO2S
- Formula Weight
- 221.07
- MOL File
- 62224-19-5.mol
5-Bromo-thiophene-2-carboxylic acid methyl ester Property
- Melting point:
- 87-88℃
- Boiling point:
- 251.9±20.0 °C(Predicted)
- Density
- 1.662±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- Appearance
- Off-white to light brown Solid
- InChI
- InChI=1S/C6H5BrO2S/c1-9-6(8)4-2-3-5(7)10-4/h2-3H,1H3
- InChIKey
- QLWUHAQCKDHUNL-UHFFFAOYSA-N
- SMILES
- C1(C(OC)=O)SC(Br)=CC=1
Safety
- HS Code
- 2932990090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- B6245
- Product name
- Methyl 5-Bromothiophene-2-carboxylate
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $155
- Updated
- 2025/07/31
- Product number
- B6245
- Product name
- Methyl 5-Bromothiophene-2-carboxylate
- Purity
- min. 98.0 %
- Packaging
- 25G
- Price
- $470
- Updated
- 2025/07/31
- Product number
- M294170
- Product name
- Methyl5-Bromo-2-thiophenecarboxylate
- Packaging
- 1g
- Price
- $85
- Updated
- 2021/12/16
- Product number
- 6H66-9-11
- Product name
- Methyl 5-bromothiophene-2-carboxylate
- Purity
- 97.0%
- Packaging
- 250mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- CS-B0140
- Product name
- 2-Thiophenecarboxylicacid,5-bromo-,methylester
- Purity
- >97.0%
- Packaging
- 10g
- Price
- $94
- Updated
- 2021/12/16
5-Bromo-thiophene-2-carboxylic acid methyl ester Chemical Properties,Usage,Production
Uses
Methyl 5-Bromo-2-thiophenecarboxylate is used as a reagent in the synthesis of trisubstituted isoxazole derivatives which are novel nonsteroidal antagonists of Farnesoid X Receptor (FXR). FXR plays an important role in regulation of cholesterol, lipid and glucose metabolism.
Synthesis Reference(s)
Journal of Medicinal Chemistry, 35, p. 1109, 1992 DOI: 10.1021/jm00084a016
Synthesis
67-56-1
7311-63-9
62224-19-5
General procedure for the synthesis of methyl 5-bromothiophene-2-carboxylate from methanol and 5-bromo-2-carboxythiophene: 950 mg (4.62 mmol) of 5-bromo-2-carboxythiophene was accurately weighed and dissolved in 10 mL of methanol. Under stirring conditions, 2 ml of sulfoxide chloride (SOCl2) was slowly added dropwise to the solution. After completion of the reaction, the reaction mixture was cooled to room temperature. Subsequently, the solvent was removed by evaporation under reduced pressure. The residue was dissolved in an appropriate amount of toluene and dried by evaporation under reduced pressure, this process was repeated three times to completely remove the residual sulfoxide chloride and methanol. The intermediate 5-bromothiophene-2-carboxylic acid methyl ester was finally obtained as 1.0 g in 100% yield.
References
[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 6, p. 1109 - 1116
[2] Patent: CN103992311, 2017, B. Location in patent: Paragraph 0103; 0114; 0115; 0116
[3] Angewandte Chemie - International Edition, 2010, vol. 49, # 38, p. 6817 - 6820
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 22, p. 9562 - 9575
[5] Journal of Materials Chemistry A, 2013, vol. 1, # 34, p. 10008 - 10015
5-Bromo-thiophene-2-carboxylic acid methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
5-Bromo-thiophene-2-carboxylic acid methyl ester Suppliers
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- Country
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View Lastest Price from 5-Bromo-thiophene-2-carboxylic acid methyl ester manufacturers
- Product
- 5-Bromo-thiophene-2-carboxylic acid methyl ester 62224-19-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 5-Bromo-thiophene-2-carboxylic acid methyl ester 62224-19-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09
- Product
- 5-Bromo-thiophene-2-carboxylic acid methyl ester 62224-19-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2019-12-25