14292-85-4

Basic information

• Product Name: 6-methoxy-2,3-diphenyl-1H-indole
• Synonyms: 6-methoxy-2,3-diphenyl-1H-indole
• CAS NO: 14292-85-4
• Molecular Formula: C₂₁H₁₇NO
• Molecular Weight: 299.37
• Mol File: 14292-85-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 483.1°Cat760mmHg
• Flash Point: 172.2°C
• Appearance: /
• Density: 1.167g/cm³
• Vapor Pressure: 5.06E-09mmHg at 25°C
• Refractive Index: 1.657
• CAS DataBase Reference: 6-methoxy-2,3-diphenyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methoxy-2,3-diphenyl-1H-indole(14292-85-4)
• EPA Substance Registry System: 6-methoxy-2,3-diphenyl-1H-indole(14292-85-4)

Safety Data

• Hazardous Substances Data: 14292-85-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H17NO/c1-23-17-12-13-18-19(14-17)22-21(16-10-6-3-7-11-16)20(18)15-8-4-2-5-9-15/h2-14,22H,1H3

Upstream product

• 103973-43-9 deoxybenzoin m-methoxyphenylhydrazone 
• 2735-04-8 2,4-Dimethoxyaniline 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 591-27-5 m-Hydroxyaniline 
• 536-90-3 m-Anisidine 
• 501-65-5 diphenyl acetylene 
• 588-16-9 m-methoxyacetanilide 
• 19816-85-4 N'-(1,2-diphenylethylidene)-4-methylbenzenesulfonohydrazide 
• 5344-78-5 4-bromo-3-nitroanizole 
• 555-03-3 3-nitroanisole 
• 18908-07-1 3-methoxyphenyl isocyanate 

Downstream Products

• 29952-52-1 6-methoxy-1-methyl-2,3-diphenyl-1H-indole 
• 29952-48-5 6-hydroxy-2,3-diphenyl-indole 
• 110436-50-5 acetic acid-(2,3-diphenyl-indol-6-yl ester) 
• 112724-02-4 1-Ethyl-6-methoxy-2,3-diphenyl-1H-indole 
• 252915-47-2 6-methoxy-1-methyl-2,3-diphenyl-1H-indol-5-carboxaldehyde 
• 252915-52-9 2-(6-methoxy-1-methyl-2,3-diphenyl-1H-indol-5-yl-methylene)-malononitrile 
• 112217-91-1 9-methoxy-5,6-diphenyl-1H-pyrrolo[3,2,1-ij]quinazoline-1,3(2H)-dione 
• 112217-90-0 9-Methoxy-1,1-dioxo-5,6-diphenyl-1,2-dihydro-1λ⁶-[1,2,4]thiadiazino[6,5,4-hi]indol-3-one 
• 29952-45-2 2,3-diphenyl-indole-6,7-dione 
• 29952-53-2 1-methyl-2,3-diphenyl-indol-6-ol 

Relevant articles and documents

Synthesis of Unprotected and Highly Substituted Indoles by the Ruthenium(II)-Catalyzed Reaction of Phenyl Isocyanates with Diaryl/Diheteroaryl Alkynes/Ethyl-3-phenyl Propiolates

A one-pot transformation has been developed for the synthesis of unprotected and highly substituted indoles by an in situ installed carbamide-directed Ru(II)-catalyzed intermolecular oxidative annulation of phenyl isocyanates with diaryl/diheteroaryl alkynes/ethyl phenyl propiolates in the presence of Cu(OAc)2·H2O as an oxidant and AgSbF6 as an additive at 120 °C within 3 h.

A general synthesis of arylindoles and (1-arylvinyl)carbazoles: Via a one-pot reaction from N -tosylhydrazones and 2-nitro-haloarenes and their potential application to colon cancer

A convergent and effective synthesis of 3-aryl-indoles, 2,3-diaryl indoles, and (1-arylvinyl)carbazoles from a one-pot sequence involving the coupling of N-tosylhydrazones with ortho-nitro-haloarenes followed by a cyclization has been developed. Compound 5i exhibits excellent antiproliferative activity in the low nM range against colon cancer cell lines.

Synthesis of indoles via palladium-catalyzed C-H activation of N-aryl amides followed by coupling with alkynes

A convenient and efficient method for the construction of indole skeleton was developed via Pd-catalyzed C-H activation of N-aryl amides and subsequent coupling with alkynes. Both stoichiometric and catalytic versions have been successfully achieved.