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544272

Sigma-Aldrich

5-Chlorothiophene-2-sulfonyl chloride

96%

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About This Item

Empirical Formula (Hill Notation):
C4H2Cl2O2S2
CAS Number:
2766-74-7
Molecular Weight:
217.09
MDL number:
MFCD00051667
UNSPSC Code:
12352100
PubChem Substance ID:
24878721
NACRES:
NA.22

Quality Level

100

Assay

96%

refractive index

n20/D 1.586 (lit.)

bp

112-117 °C (lit.)

density

1.623 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

Clc1ccc(s1)S(Cl)(=O)=O

InChI

1S/C4H2Cl2O2S2/c5-3-1-2-4(9-3)10(6,7)8/h1-2H

InChI key

SORSTNOXGOXWAO-UHFFFAOYSA-N

General description

5-Chlorothiophene-2-sulfonyl chloride can be prepared from 2-chlorothiophene by reacting with chlorosulfonic acid in the presence of phosphorus pentachloride.

Application

5-Chlorothiophene-2-sulfonyl chloride may be used in the preparation of:
  • (S)-N-(5-chlorothiophene-2-sulfonyl)-β,β-diethylalaninol
  • N-(3-(1H-pyrazol-1-yl)pyridin-2-yl)-5-chlorothiophene-2-sulfonamide
  • 5-chloro-4-nitrothiophene-2-sulfonyl chloride

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBX2316V
MKBQ6412V
MKBK0163V
MKBG4531V
MKBC3539

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A facile stereoselective total synthesis of (S)-N-(5-chlorothiophene-2-sulfonyl)-?,?-diethylalaninol.
Reddy BN and Sing RP.
Der Pharma Chemica, 7(1), 201-205 (2015)
C A Hunt et al.
Journal of medicinal chemistry, 37(2), 240-247 (1994-01-21)
3-Aminoalkyl derivatives of thieno[2,3-b][1,4]thiazine-6-sulfonamide were prepared for evaluation as topically active ocular hypotensive agents. The compounds described were found to be excellent in vitro inhibitors of carbonic anhydrase II and in vivo to lower intraocular pressure in three rabbit models
Afjal H Miah et al.
Organic & biomolecular chemistry, 12(11), 1779-1792 (2014-02-12)
A knowledge-based library of aryl 2,3-dichlorophenylsulfonamides was synthesised and screened as human CCR4 antagonists, in order to identify a suitable hit for the start of a lead-optimisation programme. X-ray diffraction studies were used to identify the pyrazole ring as a

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