173908-24-2

Basic information

• Product Name: 1-[(2-Nitrophenyl)sulfonyl]-1H-indole
• Synonyms: 1-[(2-Nitrophenyl)sulfonyl]-1H-indole
• CAS NO: 173908-24-2
• Molecular Formula: C14H10N2O4S
• Molecular Weight: 302.3052
• Mol File: 173908-24-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 530.8 °C at 760 mmHg
• Flash Point: 274.8 °C
• Appearance: /
• Density: 1.44 g/cm³
• Vapor Pressure: 2.38E-11mmHg at 25°C
• Refractive Index: 1.678
• CAS DataBase Reference: 1-[(2-Nitrophenyl)sulfonyl]-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2-Nitrophenyl)sulfonyl]-1H-indole(173908-24-2)
• EPA Substance Registry System: 1-[(2-Nitrophenyl)sulfonyl]-1H-indole(173908-24-2)

Safety Data

• Hazardous Substances Data: 173908-24-2(Hazardous Substances Data)

Usage

Chemical class

Sulfonylindole compounds

Structure

Central indole ring with a sulfonyl group at the 1-position and a nitrophenyl group at the 2-position

Potential applications

Medicinal chemistry

Modulation of biological processes

Yes

Uses

Development of new pharmaceuticals and agrochemicals

Research utility

Studying structure-activity relationships of indole-based compounds
These properties and contents are based on the information provided, which highlights the compound's composition, potential applications, and research value.

InChI:InChI=1/C14H10N2O4S/c17-16(18)13-7-3-4-8-14(13)21(19,20)15-10-9-11-5-1-2-6-12(11)15/h1-10H

Upstream product

• 120-72-9 indole 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 40899-71-6 1-benzenesulfonylindole 

Downstream Products

• 31271-90-6 1-(p-toluenesulfonyl)-1H-indole 
• 120-72-9 indole 
• 3377-71-7 N-benzylindole 

Relevant articles and documents

Synthesis of Polycyclic Indolines by Utilizing a Reduction/Cyclization Cascade Reaction

Subsequent reduction and dearomatizing cyclization reactions open up an entry into the synthesis of novel N-fused polycyclic indolines. The dearomatizing cyclization as key step of the sequence proceeds well with Cu(OTf)2 or TfOH as catalyst. At elevated temperature reduction of nitro-substituted precursors with iron under acidic conditions affords a broad variety of polycyclic indolines directly in a two-step cascade reaction in good to excellent yields. Using the developed protocol, the alkaloids tryptanthrin and phaitanthrin C have been prepared.

Hg(OTf)2-Catalyzed cycloisomerization of 2-ethynylaniline derivatives leading to indoles

Cycloisomerization of 2-ethynylaniline derivatives catalyzed by mercuric triflate afforded indole derivatives in excellent yield under mild reaction conditions with high catalytic turnover up to 100 times.