2-(4-CHLOROPHENYL)INDOLE

Base Information

• Chemical Name: 2-(4-CHLOROPHENYL)INDOLE
• CAS No.: 1211-35-4
• Molecular Formula: C14H10 Cl N
• Molecular Weight: 227.693
• Hs Code.: 29339900
• Mol file: 1211-35-4.mol

Synonyms:Indole,2-(p-chlorophenyl)- (6CI,7CI,8CI); 2-(4-Chlorophenyl)-1H-indole;2-(4-Chlorophenyl)indole; 2-(p-Chlorophenyl)indole; NSC 3276

Chemical Property of 2-(4-CHLOROPHENYL)INDOLE

Chemical Property:

• Vapor Pressure: 8.36E-07mmHg at 25°C
• Melting Point: 203 °C
• Boiling Point: 417.8°Cat760mmHg
• PKA: 16.29±0.30(Predicted)
• Flash Point: 239°C
• PSA: 15.79000
• Density: 1.271g/cm³
• LogP: 4.48830
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(4-Chlorophenyl)-1H-indole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-CHLOROPHENYL)INDOLE

There total 84 articles about 2-(4-CHLOROPHENYL)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: 97.0%

2-(4-chlorophenylethynyl)phenylamine (221910-19-6) → 2-(4-chlorophenyl)-1H-indole (1211-35-4)

Guidance literature:

With N,N,N,N-tetraethylammonium tetrafluoroborate; acetonitrile; at 80 ℃; for 2h; Electrochemical reaction;

DOI:10.1002/ejoc.200701011

Reference yield: 96.0%

4-n-chlorophenylacetylene (873-73-4) + 2-iodophenylamine (615-43-0) → 2-(4-chlorophenyl)-1H-indole (1211-35-4)

Guidance literature:

With (diphenylphosphin)ferrocene; gold(I) iodide; potassium carbonate; In toluene; at 130 ℃; for 24h;

DOI:10.1002/ejoc.200800765

Reference yield: 93.0%

para-chloroacetophenone (99-91-2) + phenylhydrazine (100-63-0) → 2-(4-chlorophenyl)-1H-indole (1211-35-4)

Guidance literature:

With deep eutectic solvent ChCl+4ZnCl₂ catalyst; at 120 ℃; for 1.16667h; Temperature;

upstream raw materials:

1-(4-chlorophenyl)-2-(phenylamino)ethanone

1-(4-chlorophenyl)-2-diazoethanone

aniline

4-chlorobenzoylmethyl bromide

Downstream raw materials:

N-(4-chlorobenzoyl)anthranilic acid

3-chloro-6-phenylindolo[1,2-c]quinazoline

Refernces

• 1、 Fortes, Margiani P.,Da Silva, Paulo B.N.,Da Silva, Teresinha G.,Kaufman, Teodoro S.,Milit?o, Gardenia C.G.,Silveira, Claudio C.. "Synthesis and preliminary evaluation of 3-thiocyanato-1H-indoles as potential anticancer agents". . p. 21 - 26. Retrieved 2016.
• 2、 Ambrogio, Ilaria,Arcadi, Antonio,Cacchi, Sandro,Fabrizi, Giancarlo,Marinelli, Fabio. "Gold-catalyzed synthesis of 2-substituted, 2,3-disubstituted and 1,2,3-trisubstituted indoles in [bmim]BF4". . p. 1775 - 1779. Retrieved 2007.
• 3、 Turnu, Francesca,Luridiana, Alberto,Cocco, Andrea,Porcu, Stefania,Frongia, Angelo,Sarais, Giorgia,Secci, Francesco. "Catalytic Tandem Friedel-Crafts Alkylation/C4-C3 Ring-Contraction Reaction: An Efficient Route for the Synthesis of Indolyl Cyclopropanecarbaldehydes and Ketones". . p. 7329 - 7332. Retrieved 2019.
• 4、 La Regina, Giuseppe,Bai, Ruoli,Rensen, Whilelmina Maria,Di Cesare, Erica,Coluccia, Antonio,Piscitelli, Francesco,Famiglini, Valeria,Reggio, Alessia,Nalli, Marianna,Pelliccia, Sveva,Da Pozzo, Eleonora,Costa, Barbara,Granata, Ilaria,Porta, Amalia,Maresca, Bruno,Soriani, Alessandra,Iannitto, Maria Luisa,Santoni, Angela,Li, Junjie,Miranda Cona, Marlein,Chen, Feng,Ni, Yicheng,Brancale, Andrea,Dondio, Giulio,Vultaggio, Stefania,Varasi, Mario,Mercurio, Ciro,Martini, Claudia,Hamel, Ernest,Lavia, Patrizia,Novellino, Ettore,Silvestri, Romano. "Toward highly potent cancer agents by modulating the C-2 group of the arylthioindole class of tubulin polymerization inhibitors". . p. 123 - 149. Retrieved 2013.
• 5、 Umeda, Rui,Nishimoto, Yuuta,Mashino, Tsukasa,Nishiyama, Yutaka. "Synthesis of indoles: Sulfur-assisted reaction of 2-nitrostilbenes with carbon monoxide". . p. 1241 - 1247. Retrieved 2013.
• 6、 Gaikwad, Ruchi,Bobde, Yamini,Ganesh, Routholla,Patel, Tarun,Rathore, Anju,Ghosh, Balaram,Das, Kalpataru,Gayen, Shovanlal. "2-Phenylindole derivatives as anticancer agents: synthesis and screening against murine melanoma, human lung and breast cancer cell lines". . p. 2258 - 2269. Retrieved 2019.
• 7、 Chen, Yu-Jue,Chen, Yuan,Ding, Xuan,Guan, Zhi,He, Yan-Hong,Lu, Fo-Yun. "Highly enantioselective electrosynthesis of C2-quaternary indolin-3-ones". . p. 623 - 626. Retrieved 2020.
• 8、 Wan, Jin-Lin,Cui, Jian-Feng,Zhong, Wei-Qiang,Huang, Jing-Mei. "Iminyl-radicals by electrochemical decarboxylation of α-imino-oxy acids: construction of indole-fused polycyclics". supporting information. p. 10242 - 10245. Retrieved 2021/10/12.
• 9、 Chen, Shaomin,Gu, Yanlong,Li, Minghao. "Acid-catalyzed cleavage of C-C bonds enables atropaldehyde acetals as masked C2 electrophiles for organic synthesis". supporting information. p. 10431 - 10434. Retrieved 2021/10/12.