Cyclopropanesulfonyl chloride

Base Information

• Chemical Name: Cyclopropanesulfonyl chloride
• CAS No.: 139631-62-2
• Molecular Formula: C3H5ClO2S
• Molecular Weight: 140.591
• Hs Code.: 29049090
• European Community (EC) Number: 630-790-8
• DSSTox Substance ID: DTXSID50375412
• Nikkaji Number: J525.540F
• Wikidata: Q72460629
• Mol file: 139631-62-2.mol

Synonyms:Cyclopropylsulfonylchloride;

Chemical Property of Cyclopropanesulfonyl chloride

Chemical Property:

• Appearance/Colour: light brown liquid
• Vapor Pressure: 0.505mmHg at 25°C
• Refractive Index: n20/D 1.4770(lit.)
• Boiling Point: 198.5 °C at 760 mmHg
• Flash Point: 73.9 °C
• PSA: 42.52000
• Density: 1.53 g/cm³
• LogP: 1.79820
• Storage Temp.: Keep Cold
• Sensitive.: Moisture Sensitive
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 139.9698783
• Heavy Atom Count: 7
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

Cyclopropanesulfonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1S(=O)(=O)Cl
• Uses: Cyclopropanesulfonyl chloride can be used in the synthesis of (1R,2S)-1-amino-2-vinylcyclopropanecarboxylic sulfonamide derivatives, which can serve as building blocks in the preparation of potent hepatitis C virus NS3 protease inhibitors.

Technology Process of Cyclopropanesulfonyl chloride

There total 7 articles about Cyclopropanesulfonyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

(cyclopropyldisulfanyl)cyclopropane (68846-57-1) → cyclopropanesulfonyl chloride (139631-62-2)

Guidance literature:

With acetic anhydride; chlorine; at 5 ℃; for 12h;

DOI:10.1021/ja00035a050

Reference yield: 62.0%

cyclopropanesulfonyl hydrazide → cyclopropanesulfonyl chloride (139631-62-2)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 60.0%

potassium cyclopropanesulfonate → cyclopropanesulfonyl chloride (139631-62-2)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 60 ℃; for 10h;

DOI:10.1021/jo00057a027

upstream raw materials:

(cyclopropyldisulfanyl)cyclopropane

cyclopropanesulfinyl chloride

cyclopropylmagnesium bromide

cyclopropanesulphonamide

Downstream raw materials:

cyclopropanesulphonamide

N-cyclopropylsulfonyl-4-nitrobenzylamine

5-cyclopropanesulfonyl-8-fluoro-7-(2-fluoro-4-iodophenyl)-2,3-dimethyl-2,7-dihydro-5H-imidazo[4,5-f]indazol-6-one

3-(2-fluoro-4-iodophenyl)-1-(cyclopropylsulfonyl)-4-fluoro-8-methyl-1H-imidazo[4,5-g]quinazolin-2(3H)-one

Refernces

• 1、 Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao. "Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides". . . Retrieved 2021/09/20.
• 2、 -. "HEPATITIS C INHIBITOR COMPOUNDS". Page/Page column 57-58. . Retrieved 2010/04/27.