6-Methoxy-2,3-diphenyl-1h-indole

Base Information

• Chemical Name: 6-Methoxy-2,3-diphenyl-1h-indole
• CAS No.: 14292-85-4
• Molecular Formula: C21H17 N O
• Molecular Weight: 299.372
• Hs Code.: 2933990090
• NSC Number: 76679
• DSSTox Substance ID: DTXSID30291585
• Nikkaji Number: J1.516.175B
• Wikidata: Q82029576
• Mol file: 14292-85-4.mol

Synonyms:6-methoxy-2,3-diphenyl-1h-indole;14292-85-4;NSC76679;NCIOpen2_004119;DTXSID30291585;NSC-76679;AKOS004910191

Chemical Property of 6-Methoxy-2,3-diphenyl-1h-indole

Chemical Property:

• Vapor Pressure: 5.06E-09mmHg at 25°C
• Boiling Point: 483.1°Cat760mmHg
• Flash Point: 172.2°C
• PSA: 25.02000
• Density: 1.167g/cm³
• LogP: 5.51050
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 299.131014166
• Heavy Atom Count: 23
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=C(N2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 6-Methoxy-2,3-diphenyl-1h-indole

There total 14 articles about 6-Methoxy-2,3-diphenyl-1h-indole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

m-Anisidine (536-90-3,918666-97-4) + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → 6-methoxy-2,3-diphenyl-1H-indole (14292-85-4)

Guidance literature:

With tetrafluoroboric acid diethyl ether; {[(PCy₃)(CO)RuH]₄(μ-O)(μ-OH)₂}; cyclopentene; In 1,4-dioxane; at 130 ℃; for 14h; regioselective reaction; Sealed tube; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.6b00273

Reference yield: 79.0%

diphenyl acetylene (501-65-5) + 3-methoxyphenyl isocyanate (18908-07-1) → 6-methoxy-2,3-diphenyl-1H-indole (14292-85-4)

Guidance literature:

With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper(II) acetate monohydrate; In tert-Amyl alcohol; at 120 ℃; for 3h; regioselective reaction;

DOI:10.1021/acs.orglett.0c02793

Reference yield: 79.0%

2-[(Z)-2,4-Dimethoxy-phenylimino]-1,2-diphenyl-ethanone → 6-methoxy-2,3-diphenyl-1H-indole (14292-85-4)

Guidance literature:

With tetraphosphorus decasulfide; In toluene; for 24h; Heating;

DOI:10.1016/S0040-4020(01)00317-9

upstream raw materials:

deoxybenzoin m-methoxyphenylhydrazone

2,4-Dimethoxyaniline

2-hydroxy-2-phenylacetophenone

m-Hydroxyaniline

Downstream raw materials:

6-methoxy-1-methyl-2,3-diphenyl-1H-indole

1-methyl-2,3-diphenyl-indol-6-ol

2,3-diphenyl-indole-6,7-dione

9-Methoxy-1,1-dioxo-5,6-diphenyl-1,2-dihydro-1λ⁶-[1,2,4]thiadiazino[6,5,4-hi]indol-3-one

Refernces

• 1、 ?zkaya, Bünyamin,Bub, Christina L.,Patureau, Frederic W.. "Step and redox efficient nitroarene to indole synthesis". supporting information. p. 13185 - 13188. Retrieved 2020/11/09.
• 2、 Bzeih, Tourin,Naret, Timothée,Hachem, Ali,Jaber, Nada,Khalaf, Ali,Bignon, Jerome,Brion, Jean-Daniel,Alami, Mouad,Hamze, Abdallah. "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". supporting information. p. 13027 - 13030. Retrieved 2016/11/09.