5-Chloro-2,3-diphenyl-1h-indole

Base Information

• Chemical Name: 5-Chloro-2,3-diphenyl-1h-indole
• CAS No.: 52598-02-4
• Molecular Formula: C20H14ClN
• Molecular Weight: 303.791
• Hs Code.: 2933990090
• NSC Number: 76682
• DSSTox Substance ID: DTXSID10291588
• Nikkaji Number: J2.937.721I
• Wikidata: Q72449727
• Mol file: 52598-02-4.mol

Synonyms:5-chloro-2,3-diphenyl-1h-indole;52598-02-4;C20H14ClN;NSC76682;SCHEMBL7039216;DTXSID10291588;BAEWCDBRAIDXMN-UHFFFAOYSA-N;CCA59802;MFCD00974243;NSC-76682;AKOS005095946;AC-26897;CS-0156477;FT-0687579;6K-911;A21370;C75467

Chemical Property of 5-Chloro-2,3-diphenyl-1h-indole

Chemical Property:

• Vapor Pressure: 7.63E-09mmHg at 25°C
• Melting Point: 130-131 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.682
• Boiling Point: 478.1 °C at 760 mmHg
• PKA: 15.63±0.30(Predicted)
• Flash Point: 275.1 °C
• PSA: 15.79000
• Density: 1.243 g/cm³
• LogP: 6.15530
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 303.0814771
• Heavy Atom Count: 22
• Complexity: 359

Purity/Quality:

99%, ^*data from raw suppliers

5-Chloro-2,3-diphenyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(NC3=C2C=C(C=C3)Cl)C4=CC=CC=C4

Technology Process of 5-Chloro-2,3-diphenyl-1h-indole

There total 28 articles about 5-Chloro-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: 95.0%

N,N-dimethyl-2,3-diphenyl-5-chloroindole-1-carboxamide → 2,3-diphenyl-5-chloro-1H-indole (52598-02-4)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 110 ℃; for 48h;

DOI:10.1039/c4cc06020b

Reference yield: 94.0%

(E)-1-((4-chlorophenyl)diazenyl)pyrrolidine (62499-16-5) + diphenyl acetylene (501-65-5) → 2,3-diphenyl-5-chloro-1H-indole (52598-02-4)

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate; In methanol; at 90 ℃; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201301742

Reference yield: 91.0%

deoxybenzoin p-chlorophenylhydrazone (103973-44-0) → 2,3-diphenyl-5-chloro-1H-indole (52598-02-4)

Guidance literature:

With phosphorus trichloride; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)82356-5

upstream raw materials:

phenyl benzyl ketone

N-4-chlorophenylhydrazine

deoxybenzoin p-chlorophenylhydrazone

diphenyl acetylene

Downstream raw materials:

5-chloro-2,3-diphenyl-1H-indol-6-ylamine

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、 -. "A palladium/carbon as catalyst preparation of indole compounds method (by machine translation)". Paragraph 0029; 0030; 0031; 0033. . Retrieved 2018/06/15.