5-chloro-2-phenyl-1H-indole

Base Information

• Chemical Name: 5-chloro-2-phenyl-1H-indole
• CAS No.: 23746-76-1
• Molecular Formula: C14H10 Cl N
• Molecular Weight: 227.693
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80363226
• Nikkaji Number: J684.531B
• Wikidata: Q82146824
• ChEMBL ID: CHEMBL1424243
• Mol file: 23746-76-1.mol

Synonyms:5-chloro-2-phenyl-1H-indole;23746-76-1;1H-INDOLE, 5-CHLORO-2-PHENYL-;1H-INDOLE,5-CHLORO-2-PHENYL-;5-chloro-2-phenylindole;SMR000179854;MLS000546456;Bionet2_000432;5-chlor-2-phenyl-1H-indole;2-Phenyl-5-chloro-1H-indole;SCHEMBL6117859;CHEMBL1424243;5-chloranyl-2-phenyl-1H-indole;BDBM67905;cid_1481465;DTXSID80363226;HMS1365D14;HMS2295E23;MFCD00034706;AKOS005098940;SB35861;CS-0019005;FT-0705151;6R-0264;A854324;J-517332

Chemical Property of 5-chloro-2-phenyl-1H-indole

Chemical Property:

• Melting Point: 191 °C
• Boiling Point: 423.3±25.0 °C(Predicted)
• PKA: 15.89±0.30(Predicted)
• PSA: 15.79000
• Density: 1.271±0.06 g/cm3(Predicted)
• LogP: 4.48830
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 227.0501770
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloro-2-phenyl-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=CC3=C(N2)C=CC(=C3)Cl

Technology Process of 5-chloro-2-phenyl-1H-indole

There total 64 articles about 5-chloro-2-phenyl-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: 99.0%

4-chloro-2-(phenylethynyl)aniline (928782-97-2) → 5-chloro-2-phenylindole (23746-76-1)

Guidance literature:

With zinc dibromide; In toluene; at 130 ℃; for 24h;

DOI:10.1016/j.tet.2011.12.042

Reference yield: 96.0%

(E)-1-(3'-chloro-6'-nitrophenyl)-2-phenylethene (173095-56-2) → 5-chloro-2-phenylindole (23746-76-1)

Guidance literature:

With 1,10-Phenanthroline; carbon monoxide; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 16h; under 775.722 Torr;

DOI:10.1016/j.tet.2005.03.142

Reference yield: 96.0%

C14H11Cl2N → 5-chloro-2-phenylindole (23746-76-1)

Guidance literature:

With palladium diacetate; cesium fluoride; Tri(p-tolyl)phosphine; In tetrahydrofuran; at 65 ℃; for 22h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201801607

upstream raw materials:

2-[(4-chlorophenyl)amino]-1-phenylethanone

aniline hydrobromide

phenacyldimethylsulfonium bromide

4-chloro-aniline

Downstream raw materials:

5-chloro-2-phenylindole-3-carboxaldehyde

5-chloro-3-nitro-2-phenyl-1H-indole

5-Chloro-2-phenyl-indol-3-one oxime

6-chloro-2-phenyl-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Lalloz,Caubere. "-". . p. 745. Retrieved 1975.
• 2、 Zhao, Yong-Long,An, Jian-Xiong,Yang, Fen-Fen,Guan, Xiang,Fu, Xiao-Zhong,Li, Zong-Qin,Wang, Da-Peng,Zhou, Meng,Yang, Yuan-Yong,He, Bin. "One-Pot Asymmetric Oxidative Dearomatization of 2-Substituted Indoles by Merging Transition Metal Catalysis with Organocatalysis to Access C2-Tetrasubstituted Indolin-3-Ones". . p. 1277 - 1285. Retrieved 2022/03/14.
• 3、 Chen, Wei-Li,Li, Kun,Liang, Cui,Liang, Wang-Fu,Liao, Wei-Cong,Mo, Dong-Liang,Qiu, Pei-Wen,Su, Gui-Fa. "An iron(iii)-catalyzed dehydrogenative cross-coupling reaction of indoles with benzylamines to prepare 3-aminoindole derivatives". supporting information. p. 9610 - 9616. Retrieved 2021/12/09.