ChemicalBook > CAS DataBase List > 5-Bromo-thiophene-2-carboxylic acid methyl ester

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
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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
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Safety

HS Code 
2932990090
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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.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B6245
Product name
Methyl 5-Bromothiophene-2-carboxylate
Purity
min. 98.0 %
Packaging
5G
Price
$155
Updated
2025/07/31
TCI Chemical
Product number
B6245
Product name
Methyl 5-Bromothiophene-2-carboxylate
Purity
min. 98.0 %
Packaging
25G
Price
$470
Updated
2025/07/31
TRC
Product number
M294170
Product name
Methyl5-Bromo-2-thiophenecarboxylate
Packaging
1g
Price
$85
Updated
2021/12/16
SynQuest Laboratories
Product number
6H66-9-11
Product name
Methyl 5-bromothiophene-2-carboxylate
Purity
97.0%
Packaging
250mg
Price
$90
Updated
2021/12/16
ChemScene
Product number
CS-B0140
Product name
2-Thiophenecarboxylicacid,5-bromo-,methylester
Purity
>97.0%
Packaging
10g
Price
$94
Updated
2021/12/16
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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

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View Lastest Price from 5-Bromo-thiophene-2-carboxylic acid methyl ester manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
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

62224-19-5, 5-Bromo-thiophene-2-carboxylic acid methyl esterRelated Search:

Dibenzothiophene 2-Thiophenecarboxylic acid, 5-bromo-4-fluoro-, methyl ester 2-Thiophenecarboxylic acid, 4,5-dibromo-3-fluoro-, methyl ester METHYL 4,5-DIBROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE RARECHEM AL BI 0455 SPECS AI-942/25034100 METHYL 5-BROMO-3-METHYLTHIOPHENE-2-CARBOXYLATE METHYL 4,5-DIBROMO-3-METHOXYTHIOPHENE-2-CARBOXYLATE Ethyl 5-bromothiophene-2-carboxylate methyl 5-bromo-4-(chlorosulfonyl)thiophene-2-carboxylate METHYL 5-BROMO-4-METHYL-2-THIOPHENECARBOXYLATE 5-Bromo-4-nitrothiophene-2-carboxylic acid methyl ester 5-Bromo-thiophene-2-carboxylic acid methyl ester METHYL4,5-DIBROMOTHIOPHENE-2-CARBOXYLATE METHYL 5-BROMO-1,3-THIAZOLE-4-CARBOXYLATE 97

  • 5-Bromo-thiophene-2-carboxylic acid methyl ester
  • Methyl 5-bromo-2-thiophenecarboxylate
  • 5-broMo-
  • Methyl 2-broMothiophene-5...
  • Methyl 2-broMothiophene-5-carboxylate
  • 2-Thiophenecarboxylic acid, 5-bromo-, methyl ester
  • methyl 5-bromothiophene-2-carboxylate
  • 5-bromo-2-thiophenecarboxylic acid methyl ester
  • 2-Bromo-5-(methoxycarbonyl)thiophene
  • 62224-19-5
  • API intermediates