227803-35-2

Basic information

• Product Name: 5-CHLORO-3-(PHENYLTHIO)-INDOLE
• Synonyms: 5-CHLORO-3-(PHENYLTHIO)-INDOLE;5-CHLORO-3-(PHENYLTHIO)-1H-INDOLE
• CAS NO: 227803-35-2
• Molecular Formula: C₁₄H₁₀ClNS
• Molecular Weight: 259.75
• Mol File: 227803-35-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 112.5-113.5 °C
• Boiling Point: 452.8 °C at 760 mmHg
• Flash Point: 227.7 °C
• Appearance: /
• Density: 1.37 g/cm³
• Vapor Pressure: 5.83E-08mmHg at 25°C
• Refractive Index: 1.734
• PKA: 15.10±0.30(Predicted)
• CAS DataBase Reference: 5-CHLORO-3-(PHENYLTHIO)-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-3-(PHENYLTHIO)-INDOLE(227803-35-2)
• EPA Substance Registry System: 5-CHLORO-3-(PHENYLTHIO)-INDOLE(227803-35-2)

Safety Data

• Hazardous Substances Data: 227803-35-2(Hazardous Substances Data)

Usage

General Description

5-CHLORO-3-(PHENYLTHIO)-INDOLE is a chemical compound with the molecular formula C14H28ClN3S2. It is an indole derivative incorporating a chlorine atom at the 5-position and a phenylthio group at the 3-position. 5-CHLORO-3-(PHENYLTHIO)-INDOLE has been studied for its potential pharmacological properties, including its potential as a drug target for various diseases. It is also used as a building block in the synthesis of various biologically active molecules. Additionally, it has been investigated for its potential role in medicinal chemistry and drug discovery. Overall, 5-CHLORO-3-(PHENYLTHIO)-INDOLE is a versatile chemical compound with potential applications in pharmaceutical research and development.

InChI:InChI=1/C14H10ClNS/c15-10-6-7-13-12(8-10)14(9-16-13)17-11-4-2-1-3-5-11/h1-9,16H

Upstream product

• 17422-32-1 5-chloro-1H-indole 
• 882-33-7 diphenyldisulfane 
• 873-55-2 sodium benzenesulfonate 
• 64605-36-3 5-chloro-2-amino-α-chloroacetophenone 
• 108-98-5 thiophenol 
• 106-47-8 4-chloro-aniline 
• 894095-04-6 ketimine of 5-chloro-2-amino-α-chloroacetophenone 
• 512-35-6 benzenesulfonic anhydride 
• 1859-03-6 ethyl benzenesulfinate 
• 193140-32-8 5-chloro-2-nitrocinnamaldehyde 

Downstream Products

• 227803-36-3 5-chloro-2-(phenylsulfanyl)-1H-indole 

Relevant articles and documents

Synergistic Effect of Squaric Acid in Bromine-Catalyzed Deoxygenation of Sulfonyl Derivatives: Mechanistic Investigations and Synthetic Applications in Electrophilic (Fluoroalkyl)sulfenylation

A method for electrophilic (fluoroalkyl)sulfenylation of nucleophiles by collaborative CTAB- and squaric acid-promoted deoxygenation of sulfonyl derivatives is reported. Mechanistic studies indicate that squaric acid dramatically decreased the energy barr

Domino C?S/C?N Bond Formation Using Well-Defined Copper-Phosphine Complex Catalyst: Divergent Approach to 3-Sulfenylated Indoles

A protocol was developed for the synthesis of 3-thioindoles in good-to-excellent yields involving sulfenylation between 2-nitrocinnamaldehydes and various thiols using a well-defined copper(I)-phosphine complex catalyst. This unconventional divergent approach involves in situ generation of indoles via domino C?S/C?N bond formation initiated by sulfa-Michael addition followed by intramolecular N-heteroannulation. This protocol shows good chemoselectivity and broad substrate scope. To briefly demonstrate the value of this approach, 2-benzoyl-3-sulfenylated indoles were prepared from commercially available 2-nitrochalcones and thiols. (Figure presented.).

Direct, Metal-free C(sp2)?H Chalcogenation of Indoles and Imidazopyridines with Dichalcogenides Catalysed by KIO3

Herein, we report a greener protocol for the synthesis of 3-Se/S-indoles and imidazo[1,2-a]pyridines through direct C(sp2)?H bond chalcogenation of heteroarenes with half molar equivalents of different dichalcogenides, using KIO3 as a non-toxic, easy-to-handle catalyst and a stoichiometric amount of glycerol. The reaction features are high yields, based on atom economy, easy performance on gram-scale, metal- and solvent-free conditions as well as applicability to different types of N-heteroarenes.