139631-62-2

Basic information

• Product Name: Cyclopropanesulfonyl chloride
• Synonyms: CHLOROCYCLOPROPYLSULFONE;CYCLOPROPANESULFONYL CHLORIDE;CYCLOPROPANESULPHONYL CHLORIDE;CYCLOPROPYLSULPHONYL CHLORIDE;CyclopropylSulfonylChloride;CyclopronaneSulfonylChloride;Cyclopropanesulfonyl chloride (9CI);Cyclopropanesulfonyl
• CAS NO: 139631-62-2
• Molecular Formula: C₃H₅ClO₂S
• Molecular Weight: 140.59
• EINECS: 1592732-453-0
• Product Categories: SULFONYLHALIDE;Pharmaceutical Intermediates;Cyclopropanes;Simple 3-Membered Ring Compounds;sulfonyl compound;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 139631-62-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 60°C/2mm
• Flash Point: 204 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.38 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.505mmHg at 25°C
• Refractive Index: n20/D 1.4770(lit.)
• Storage Temp.: Keep Cold
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: Cyclopropanesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanesulfonyl chloride(139631-62-2)
• EPA Substance Registry System: Cyclopropanesulfonyl chloride(139631-62-2)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 139631-62-2(Hazardous Substances Data)

Usage

Description

Cyclopropanesulfonyl chloride is a colorless liquid chemical compound that possesses unique reactivity and properties, making it a valuable component in various chemical synthesis processes.

Uses

Used in Pharmaceutical Industry:
Cyclopropanesulfonyl chloride is used as a synthetic building block for the creation of (1R,2S)-1-amino-2-vinylcyclopropanecarboxylic sulfonamide derivatives. These derivatives are crucial in the development of potent hepatitis C virus NS3 protease inhibitors, which play a significant role in the treatment and management of hepatitis C.
The unique chemical properties of Cyclopropanesulfonyl chloride, such as its reactivity and stability, enable it to be a key component in the synthesis of these important pharmaceutical compounds, contributing to the advancement of treatments for hepatitis C and potentially other diseases.

InChI:InChI=1/C3H5ClO2S/c4-7(5,6)3-1-2-3/h3H,1-2H2

Upstream product

• 139631-61-1 cyclopropanesulfinyl chloride 
• 154350-29-5 cyclopropanesulphonamide 
• 23719-80-4 cyclopropylmagnesium bromide 
• 68846-57-1 (cyclopropyldisulfanyl)cyclopropane 

Downstream Products

• 146475-51-6 propan-2-yl cyclopropanesulfonate 
• 146475-53-8 N,N-diethylcyclopropanesulfonamide 
• 83635-12-5 1-butyl cyclopropanesulfonate 
• 879487-14-6 N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanesulfonamide 
• 1019855-82-3 N-cyclopropylsulfonyl-4-nitrobenzylamine 
• 1020840-97-4 4-(2-cyclopropanesulfonylamino-2-phenyl-acetyl)-morpholine-3-carboxylic acid {4-[3-(5-chloro-2-hydroxy-phenyl)-1-methyl-1H-pyrazol-4-ylethynyl]-phenyl}-amide 
• 1021539-09-2 N-(2-(2-((4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl)ethyl)benzyl)cyclopropanesulfonamide 
• 1021538-13-5 N-(1-(2-(2-((4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl)ethyl)phenyl)cyclopropyl)cyclopropanesulfonamide 
• 1021538-94-2 N-((1R)-1-(2-(2-((4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl)ethyl)phenyl)ethyl)cyclopropanesulfonamide 
• 1021538-41-9 N-(2-(2-((4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl)ethyl)phenyl)cyclopropanesulfonamide 
• 1050506-09-6 C₁₉H₂₇NO₅S 
• 1187594-22-4 1-cyclopropylsulfonylazetidin-3-ol 
• 338457-20-8 cyclopropanesulphonic acid 5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-ethoxy-2-iodo-phenyl ester 
• 1258219-48-5 N-(6-(2-cyano-3-(pyridin-4-yl)guanidino)hexyl)-N-(cyclohexylmethoxy)cyclopropane-2-sulfonamide 

Relevant articles and documents

Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides

A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.

Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by Pyry-BF4

Reported here is a simple and practical functionalization of primary sulfonamides, by means of a pyrylium salt (Pyry-BF4), with nucleophiles. This simple reagent activates the poorly nucleophilic NH2 group in a sulfonamide, enabling the formation of one of the best electrophiles in organic synthesis: a sulfonyl chloride. Because of the variety of primary sulfonamides in pharmaceutical contexts, special attention has been focused on the direct conversion of densely functionalized primary sulfonamides by a late-stage formation of the corresponding sulfonyl chloride. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides, sulfonates, sulfides, sulfonyl fluorides, and sulfonic acids. The mild reaction conditions and the high selectivity of Pyry-BF4 towards NH2 groups permit the formation of sulfonyl chlorides in a late-stage fashion, tolerating a preponderance of sensitive functionalities.

DIPHENYL-DIHYDRO-IMIDAZOPYRIDINONES

and the pharmaceutically acceptable salts and esters thereof X, R1, R2, Y1 and Y2 are described herein inhibit the interaction of MDM2 protein with a p53-like peptide and hence have anti proliferative activity.