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
More
Less

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)
More
Less

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
More
Less

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.

More
Less

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
More
Less

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

Preparation Products

More
Less

5-Chlorothiophene-2-carboxylic acid Suppliers

Henan Dongyao Pharmaceutical Technology Co., Ltd
Tel
18519331287
Email
1751713684@qq.com
Country
China
ProdList
203
Advantage
58
Qingdao Frontierchem Co.,Ltd.
Tel
0532-88320311 15966837432
Fax
+86-0532-88320800, QQ: 409143840
Email
sales@qdfrontierchem.com
Country
China
ProdList
15
Advantage
57
Shanghai Rochi Pharmaceutical Co., Ltd.
Tel
021-38751876 15000076078
Fax
021-50275764
Email
Info@rochipharma.com
Country
China
ProdList
568
Advantage
55
Shandong RuiYue Biotechnology Co., Ltd.
Tel
0531-88581623 18805314509
Fax
0531-88581623
Email
1456922171@126.com
Country
China
ProdList
62
Advantage
50
Jilin Lianben Technology Development Co., Ltd
Tel
13756693631
Fax
0432-62601618
Email
sunting@lianben.com
Country
China
ProdList
46
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
New Energy Chemicals
Tel
0515-82159088 13770142076
Fax
86-0515-8215909
Email
twl@njuchem.com
Country
China
ProdList
213
Advantage
65
More
Less

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

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
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:


  • 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