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

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

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

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

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]

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

Halogenated Heterocycles