549476-61-1

Basic information

• Product Name: N-Cyclopropyl 4-Nitrophenylsulfonamide
• Synonyms: N-Cyclopropyl 4-Nitrophenylsulfonamide;N-cyclopropyl-4-nitrobenzenesulfonamide
• CAS NO: 549476-61-1
• Molecular Formula: C9H10N2O4S
• Molecular Weight: 242.2517
• Mol File: 549476-61-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 418.3 °C at 760 mmHg
• Flash Point: 206.8 °C
• Appearance: /
• Density: 1.5 g/cm³
• Vapor Pressure: 3.3E-07mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: N-Cyclopropyl 4-Nitrophenylsulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cyclopropyl 4-Nitrophenylsulfonamide(549476-61-1)
• EPA Substance Registry System: N-Cyclopropyl 4-Nitrophenylsulfonamide(549476-61-1)

Safety Data

• Hazardous Substances Data: 549476-61-1(Hazardous Substances Data)

Usage

General Description

N-Cyclopropyl 4-Nitrophenylsulfonamide is a chemical compound consisting of a cyclopropyl group attached to a 4-nitrophenylsulfonamide moiety. It is commonly used as a building block in the synthesis of various pharmaceutical compounds and agrochemicals. The presence of the cyclopropyl group in its structure imparts unique chemical and physical properties to the compound, making it a valuable intermediate in organic synthesis. Additionally, the 4-nitrophenylsulfonamide group provides potential opportunities for biological interactions, making this compound of interest in medicinal chemistry research. Overall, N-Cyclopropyl 4-Nitrophenylsulfonamide has practical applications in the chemical industry and holds promise for the development of new therapeutic agents.

InChI:InChI=1/C9H10N2O4S/c12-11(13)8-3-5-9(6-4-8)16(14,15)10-7-1-2-7/h3-7,10H,1-2H2

Upstream product

• 765-30-0 Cyclopropylamine 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 

Downstream Products

• 1581769-15-4 C₂₄H₂₈N₄O₅S₂ 
• 952-97-6 4-nitrophenyl phenyl sulfide 
• 1581769-19-8 C₁₈H₁₉NO₂S₂ 
• 22865-50-5 4-(4-methoxyphenylsulfanyl)nitrobenzene 
• 1581769-20-1 C₁₉H₂₁NO₃S₂ 
• 1581769-09-6 N,N-dicyclopropyl 4-nitrobenzenesulfonamide 

Relevant articles and documents

Diastereoselective Photoredox-Catalyzed [3 + 2] Cycloadditions of N-Sulfonyl Cyclopropylamines with Electron-Deficient Olefins

A highly diastereoselective, visible-light-induced [3 + 2] cycloaddition between N-sulfonyl cyclopropylamines and electron-deficient olefins is reported. The reactions proceed via the oxidation of a sulfonamide aza-anion by an organic photocatalyst to generate a nitrogen-centered radical. Strain-induced ring opening and intermolecular addition to the olefin generate an intermediate carbon-centered radical that is reduced to an anion prior to 5-exo cyclization. This enables a highly diastereoselective construction of trans-cyclopentanes possessing synthetically useful functional groups.

Development of a robust process for the preparation of high-quality dicyclopropylamine hydrochloride

A short and efficient process for the preparation of high-quality dicyclopropylamine HCl salt is described. An oxygen-mediated Chan-Lam coupling of N-cyclopropyl 4-nitrobenzenesulfonamide with cyclopropylboronic acid was followed by an optimized p-nosyl deprotection with 1-decanethiol, providing the title compound in high chemical yield. This process addresses many of the challenges and liabilities inherent in previous synthetic approaches to this challenging molecule. The collection of key safety data enabled implementation of an oxygen-mediated process on-scale and ensured safe operation throughout development, optimization, and processing.