5034-76-4

Basic information

• Product Name: Indoxole
• Synonyms: Indoxole;2,3-Bis(4-methoxyphenyl)-1H-indole;U-22020
• CAS NO: 5034-76-4
• Molecular Formula: C₂₂H₁₉NO₂
• Molecular Weight: 329.39
• Mol File: 5034-76-4.mol
• Article Data: 18

Chemical Properties

• Melting Point: 151-152 °C
• Boiling Point: 510.5°C at 760 mmHg
• Flash Point: 180.8°C
• Appearance: /
• Density: 1.174g/cm³
• Vapor Pressure: 4.92E-10mmHg at 25°C
• Refractive Index: 1.64
• PKA: 16.81±0.30(Predicted)
• CAS DataBase Reference: Indoxole(CAS DataBase Reference)
• NIST Chemistry Reference: Indoxole(5034-76-4)
• EPA Substance Registry System: Indoxole(5034-76-4)

Safety Data

• Hazardous Substances Data: 5034-76-4(Hazardous Substances Data)

Usage

Uses

Antipyretic; anti-inflammatory.

InChI:InChI=1/C22H19NO2/c1-24-17-11-7-15(8-12-17)21-19-5-3-4-6-20(19)23-22(21)16-9-13-18(25-2)14-10-16/h3-14,23H,1-2H3

Upstream product

• 321896-79-1 2,3-bis(4-methoxyphenyl)-1-(phenylsulfonyl)indole 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1066-54-2 trimethylsilylacetylene 
• 623-12-1 4-chloromethoxybenzene 
• 201813-47-0 2,2,2-trifluoro-N-(2-((4-methoxyphenyl)ethynyl)phenyl)acetamide 
• 120-72-9 indole 
• 26340-47-6 3-Iodo-1H-indole 
• 80360-14-1 3-iodo-1-phenylsulfonyl-1H-indole 
• 80360-26-5 2,3-diiodo-1-(phenylsulfonyl)-1H-indole 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
• 1334429-81-0 1-azido-2-((4-methoxyphenyl)ethynyl)benzene 
• 100-66-3 methoxybenzene 
• 54467-95-7 1-azido-2-iodo-benzene 
• 768-60-5 4-methoxyphenylacetylen 

Downstream Products

• 5782-10-5 2,3-bis-(4-acetoxy-phenyl)-indole 
• 5784-91-8 2,3-bis(4-methoxyphenyl)-1-methyl-1H-indole 
• 5890-93-7 4,4'-(1H-indole-2,3-diyl)diphenol 
• 5782-20-7 1-ethyl-2,3-bis(4-methoxyphenyl)-1H-indole 

Relevant articles and documents

An Oxidant- And Catalyst-Free Synthesis of Dibenzo[ a, c ]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1 H -indoles

An efficient methodology for the synthesis of dibenzo[a,c]- carbazoles via annulation of 2,3-diphenyl-1H-indoles in EtOH under UV light irradiation (λO = 365 nm) along with hydrogen evolution is described. This method exhibits the advantages of mild reaction conditions, no requirement of any oxidants and catalysts, and release of hydrogen as the only byproduct. Notably, the mechanism investigation confirms that the trans-4b,8a-dihydro-9H-dibenzo[a,c]carbazole intermediate could convert into cis-4b,8a-dihydro-9H-dibenzo[a,c]carbazole, which relies on the nitrogen atom of the indole ring. This is followed by intramolecular dehydrogenation which yields the dibenzo[a,c]carbazoles. 2021. Thieme. All rights reserved.

Sequential Sonogashira/intramolecular aminopalladation/cross-coupling ofortho-ethynyl-anilines catalyzed by a single palladium source: rapid access to 2,3-diarylindoles

We have developed a practical and efficient one-pot protocol for the synthesis of 2,3-diarylindolesviaPd-catalyzed bis-arylative cyclization of variouso-ethynylanilines with aryl iodides. Mechanism studies showed that a Pd-catalyzed Sonogashira reaction took place firstly, giving an internal alkyne intermediate, which subsequently underwent intramolecular aminopalladation/cross-coupling to give access to 2,3-diarylindoles. The present methodology exhibits a broad substrate scope, producing various 2,3-diaryl indoles bearing two different aryl groups.

A palladium/carbon as catalyst preparation of indole compounds method (by machine translation)

The present invention provides a palladium/carbon as catalyst preparation of indole compounds method, aniline and its analogs in the palladium/carbon with the alkyne under the action of the catalytic cyclization reaction, to form the corresponding indoles. This method has the advantages of: simple preparation method, the raw material is cheap, high yield, without protection of inert gas, the reaction temperature is relatively mild. (by machine translation)