pyridine-3-sulfonyl chloride Chemical Properties

Melting point:

144 °C

Boiling point:

284℃

Density 

1.488

Flash point:

126℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

liquid

pka

-1.77±0.11(Predicted)

color 

Colourless to light yellow

Stability:

Moisture Sensitive

InChI

InChI=1S/C5H4ClNO2S/c6-10(8,9)5-2-1-3-7-4-5/h1-4H

InChIKey

CDRNYKLYADJTMN-UHFFFAOYSA-N

SMILES

C1=NC=CC=C1S(Cl)(=O)=O

LogP

1.75

CAS DataBase Reference

16133-25-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

34-43

Safety Statements 

26-36/37/39-45

RIDADR 

3261

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2933399990

pyridine-3-sulfonyl chloride Usage And Synthesis

Uses

3-pyridinesulfonyl Chloride is a reagent used in the synthesis of pyrimidine derivatives with anti-proliferative activity against negative breast cancer cells.

Application

Pyridine-3-sulfonyl chloride is an essential medical intermediate and is widely applied to the synthesis of medicines, wherein the pyridine-3-sulfonyl chloride is mainly used for preparing TAK-438 (vonoprazan fumarate), which is a novel orally active potassium-competitive acid blocker, developed as an antisecretory drug.

Toxicology

Pyridine-3-sulfonyl chloride causes burns of eyes, skin and mucous membranes. Contact with water liberates toxic gas.

Synthesis

Add thionyl chloride to the water, cool to about 0-5°C, and add cuprous chloride. Fluoboric acid diazonium salt was added to the solution and reacted at 0-5°C overnight. The reaction solution was extracted with dichloromethane, combining the organic layers. The organic layer was washed once with saturated aqueous sodium bicarbonate solution, once with water, and finally once with saturated brine. The product was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated to remove methylene chloride to obtain the product pyridine-3-sulfonyl chloride with a yield of 90.7%.

pyridine-3-sulfonyl chloride (16133-25-8)Related Product Information

• PYRIDINE-4-SULFONYL CHLORIDE
• 1H-Pyrrole-3-carboxylic acid, 5-(2-fluorophenyl)-, ethyl ester
• 1H-Pyrrole-3-methanamine, 1-[(1,4-dihydro-3-pyridinyl)sulfonyl]-5-(2-fluorophenyl)-N-methyl-
• 1H-Pyrrole-3-methanamine, 1-[(1,6-dihydro-3-pyridinyl)sulfonyl]-5-(2-fluorophenyl)-N-methyl-
• 5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde
• 1-(5-(2-fluorophenyl)-1H-pyrrol-3-yl)-N-methylmethanamine
• 5-(4-fluorophenyl)-1H-pyrrole-3-carbonitrile
• PYRIDINE-2-SULFONIC ACID
• 1-methylpyridin-1-ium-4-sulfonate
• (5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl) methanol
• RARECHEM AL BY 0489
• N-NITROSO-DI-ISO-PROPYLAMINE
• 1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)-
• Vonoprazan Impurity 24
• 3-CHLOROPYRIDINE N-OXIDE
• 2-Bromopropane
• 3-N,N-dimethylsulfamoylpyridine
• Malononitrile