ChemicalBook > CAS DataBase List > 5-Chlorothiophene-2-carboxylic acid

5-Chlorothiophene-2-carboxylic acid

Product Name
5-Chlorothiophene-2-carboxylic acid
CAS No.
24065-33-6
Chemical Name
5-Chlorothiophene-2-carboxylic acid
Synonyms
5-Chlorothiophene-2-carboxylic;5-chloro-2-thiophenecarboxylicaci;5-Chlorothiophen-2-carboxylic acid;5-CHLORO-2-THIOPHENECARBOXYLIC ACID;NSC 14776;AKOS B000092;Rivaroxaban F;2-Amino-9-picoline;RARECHEM AL BE 0303;TIMTEC-BB SBB003937
CBNumber
CB3189269
Molecular Formula
C5H3ClO2S
Formula Weight
162.59
MOL File
24065-33-6.mol
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5-Chlorothiophene-2-carboxylic acid Property

Melting point:
154-158 °C(lit.)
Boiling point:
287.0±20.0 °C(Predicted)
Density 
1.466 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
3.32±0.10(Predicted)
form 
Powder
color 
Cream-yellow
BRN 
118361
InChI
InChI=1S/C5H3ClO2S/c6-4-2-1-3(9-4)5(7)8/h1-2H,(H,7,8)
InChIKey
QZLSBOVWPHXCLT-UHFFFAOYSA-N
SMILES
C1(C(O)=O)SC(Cl)=CC=1
CAS DataBase Reference
24065-33-6(CAS DataBase Reference)
NIST Chemistry Reference
5-Chloro-2-thiophenecarboxylic acid(24065-33-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36-43-36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
XM8400000
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
633003
Product name
5-Chlorothiophene-2-carboxylic acid
Purity
97%
Packaging
5g
Price
$31.2
Updated
2024/03/01
Sigma-Aldrich
Product number
633003
Product name
5-Chlorothiophene-2-carboxylic acid
Purity
97%
Packaging
25g
Price
$36.48
Updated
2024/03/01
TCI Chemical
Product number
C1230
Product name
5-Chlorothiophene-2-carboxylic Acid
Purity
>95.0%(GC)(T)
Packaging
5g
Price
$17
Updated
2024/03/01
TCI Chemical
Product number
C1230
Product name
5-Chlorothiophene-2-carboxylic Acid
Purity
>95.0%(GC)(T)
Packaging
25g
Price
$49
Updated
2024/03/01
Alfa Aesar
Product number
A15209
Product name
5-Chlorothiophene-2-carboxylic acid, 98%
Packaging
5g
Price
$29.65
Updated
2024/03/01
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5-Chlorothiophene-2-carboxylic acid Chemical Properties,Usage,Production

Description

5-Chlorothiophene-2-carboxylic acid is a biochemical reagent that can be used as a biological material or organic compound for life science-related research. It is also used as a ligand to synthesise the New Mono and Binuclear Ruthenium(II) Complexes[1].

Chemical Properties

White to light yellow crystal powder

Uses

A metabolite of Rivaroxaban (R538000).

Uses

5-Chlorothiophene-2-carboxylic acid can be used in the synthesis of the following:

  • rivaroxaban, an oxazolidinone derivative used in the treatment of thromboembolic disorders
  • 5-chloro-4-nitrothiophene-2-carboxylic acid, which can be used in the synthesis of thieno[2,3-b][1,4]thiapezine-5-ones

Synthesis

The compound 5-chlorothiophene-2-carboxylic acid is a crucial intermediate in the synthesis of rivaroxaban. Due to its significance, numerous researchers have investigated various methods of synthesizing it. The synthesis of this compound involves the utilization of different starting materials, namely, 2-chlorothiophene, 2-chloro-5-bromothiophene, and 5-chloro-2-acetylthiophene, depending on the specific approach employed.

1. This method takes 2-chlorothiophene as an initial raw material, carrying out Friedel-crafts acylation with trichloroacetyl chloride under the action of aluminum trichloride to generate 2-trichloroacetyl-5-chlorothiophene, and then carrying out liquid alkali hydrolysis to obtain a target product.
2. This method reacts 5-chloro-2-bromothiophene with magnesium to generate a Grignard reagent, introducing carbon dioxide for inserting carbonyl and performing acid-base treatment to obtain a product.
3. 5-chloro-2-acetylthiophene is used as a raw material and is oxidized by sodium chlorite and potassium dihydrogen phosphate system to obtain a target compound.

References

[1] Kalaiyar Swarnalatha, Ramasamy Subramanian, Subramaniam Kamalesu . “Mono and binuclear ruthenium(II) complexes containing 5-chlorothiophene-2-carboxylic acid ligands: Spectroscopic analysis and computational studies.” Journal of Molecular Structure 1123 (2016): Pages 416-425.

5-Chlorothiophene-2-carboxylic acid Preparation Products And Raw materials

Raw materials

2-Chlorothiophene Nitrogen 2,5-Dichlorothiophene Diethyl ether Sulfuric acid n-Butyllithium Sodium carbonate

Preparation Products

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View Lastest Price from 5-Chlorothiophene-2-carboxylic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
5-Chloro-2-thiophenecarboxylic Acid 24065-33-6
Price
US $65.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-06-05
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
5-Chloro-2-thiophenecarboxylic Acid 24065-33-6
Price
US $999.00-666.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-13
WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Chloro-2-thiophenecarboxylic acid 24065-33-6
Price
US $0.00/g
Min. Order
1g
Purity
98.0%
Supply Ability
10kg/month
Release date
2021-12-17

24065-33-6, 5-Chlorothiophene-2-carboxylic acidRelated Search:

Rivaroxaban Impurity 43 2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-Morpho linyl)phenyl]aMino]propyl]-1H-isoindole-1 ,3(2H)-dione AcetaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]- 2-Thiophenecarboxylic acid (S)-2-(3-chloro-2-hydroxypropyl)isoindoline-1,3-dione 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE Urea, N,N'-bis[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]- Rivaroxaban Impurity 41 (S)-2-(2-(5-chloro-N-(4-(5-((5-chlorothiophene-2-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)thiophene-2-carboxamido)ethoxy)acetic acid (S)-(+)-Glycidyl Phthalimide 4-(4-NITROPHENYL)MORPHOLIN-3-ONE Rivaroxaban Impurity 36 2-Chloro-5-thiophenecarboxaldehyde Rivaroxaban Impurity 34 Rivaroxaban iMpurity 5 Rivaroxaban Impurity 38 Rivaroxaban Impurity 44 Rivaroxaban Impurity 48

  • 5-CHLOROTHIOPHENE-2-CARBOXYLIC ACID
  • 5-CHLORO-2-THIOPHENECARBOXYLIC ACID
  • AKOS B000092
  • 2-Thiophenecarboxylic acid, 5-chloro-
  • 5-chloro-2-thiophenecarboxylicaci
  • Chlorothiophene-2-carboxy
  • 5-Chlorothiophene-2-carboxylic Acid, 97+%
  • Rivaroxaban Impurity N
  • Rivaroxaban Impurity 40
  • TIMTEC-BB SBB003937
  • RARECHEM AL BE 0303
  • 5-Chlorothiophene-2-carboxylicacid,98%
  • 5-Chlorothiophene-2-carboxylic
  • 2-CHLOROTHIOPHENE-5-FORMIC ACID
  • CHLOROTHIOPHENEDICARBOXYLICACID
  • 5-CHLOROTHIOPHENE-2-CARBOXYLIC ACID 98%
  • 5- Chlorothiophene-2-carboxilic acid
  • 5-chlorothiophene-2-carboxylic acid(SALTDATA: FREE)
  • Rivaroxaban Intermediate 4
  • 2-Chloro-5-carboxythiophene
  • 5-Chlorothiophen-2-carboxylic acid
  • NSC 14776
  • ethyl 4-(3-oxoMorpholino) phenylcarbaMate
  • Rivaroxaban CTCA Impurity
  • Rivaroxaban F
  • orothiophene-2-carboxyL
  • 5-Chlorothiophene-2-carboxylicAcid&gt
  • Rivaroxaban EP Impurity F
  • Rivaroxaban intermediates，5-Chloro-2-thiophenecarboxylic acid
  • 5-Chlorothiophene-2-Carboxylic Acide
  • 5-Chlorothiophene-2-carboxylic acid (Rivaroxaban impurity)
  • Rivaroxaban EP Impurity F/Rivaroxaban CTCA Impurity
  • Rivaroxaban Impurity C/ Rivaroxaban CTCA Impurity
  • Rivaroxaban Intermediates 5-Chlorothiophene-2-Carboxylic Acid 24065-33-6
  • 2-Amino-9-picoline
  • 5-Chloro-2-carboxylic acid
  • 5-chlorothiophene-2-carboxylic acidc
  • 5-Chlorothiophene-2-Carboxylic acid (CTA)
  • 5-Chloro Thiophene-2-Carboxylic Acid (5-CTC)
  • 5-ChloroThiophene-2-Carboxylic acid [5CTA]
  • 5-Chlorothiophene -2-Carboxylic aicd
  • 24065-33-6
  • 24069-33-6
  • 240665-33-6
  • C5H2ClO2S
  • Building Blocks
  • Thiophenes
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Intermediate of Rivaroxaban
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • Intermediates
  • Thiophene&Benzothiophene
  • Miscellaneous