6-Fluoroindole

Base Information

• Chemical Name: 6-Fluoroindole
• CAS No.: 399-51-9
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 29339900
• Mol file: 399-51-9.mol

Synonyms:1H-indole, 6-fluoro-;6-fluoro-1H-indole;

Chemical Property of 6-Fluoroindole

Chemical Property:

• Appearance/Colour: Beige-brown crystalline powder
• Vapor Pressure: 0.0226mmHg at 25°C
• Melting Point: 72-77 °C
• Refractive Index: 1.646
• Boiling Point: 258 °C at 760 mmHg
• PKA: 16.40±0.30(Predicted)
• Flash Point: 109.9 °C
• PSA: 15.79000
• Density: 1.273 g/cm³
• LogP: 2.30700
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble

Purity/Quality:

99% ^*data from raw suppliers

6-Fluoroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

Useful:

• Uses: 6-Fluoroindole acts as a reagent in the synthesis of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, which acts as a potential anticancer immunomodulator. It is also employed as an antifungal and antibacterial agent. Further, it serves as a potent selective serotonin reuptake inhibitor. In addition to this, it is used as a inhibitor of HIV-1 attachment.

Technology Process of 6-Fluoroindole

There total 27 articles about 6-Fluoroindole 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%

6-fluoroindoline (2343-23-9) → 6-fluoro-1H-indole (399-51-9)

Guidance literature:

With mesoporous Co₃O₄; air; In dimethyl sulfoxide; at 140 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1002/cctc.202100644

Reference yield: 91.0%

6-fluoro-1H-indole-2-carboxylic acid (3093-97-8) → 6-fluoro-1H-indole (399-51-9)

Guidance literature:

In quinoline; for 0.2h; microwave;

DOI:10.1021/jo00072a052

Reference yield: 89.0%

6-fluoro-1-(p-toluenesulfonyl)indole (463976-52-5) → 6-fluoro-1H-indole (399-51-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl acetamide; at 60 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.152442

upstream raw materials:

6-fluoro-1H-indole-2-carboxylic acid

N,N-dimethyl-2-(4-fluoro-2-nitrophenyl)ethenylamine

2-ethynyl-5-fluoroaniline

2-nitro-4-fluorotoluene

Downstream raw materials:

6-fluoro-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole

3-(6-fluoro-1H-indol-3-yl)-2,5-dichloro[1,4]benzoquinone

6-fluoro-3-iodo-1H-indole

6-fluoro-1-[tri(propan-2-yl)silyl]-1H-indole

Refernces

• 1、 Ogura, Akihiro,Shibata, Kouhei,Takao, Ken-Ichi. "Diaryliodonium Salt-Based Synthesis of N-Alkoxyindolines and Further Insights into the Ishikawa Indole Synthesis". . p. 10067 - 10087. Retrieved 2021/07/26.
• 2、 Huang, Yuan-Qiong,Song, Hong-Jian,Liu, Yu-Xiu,Wang, Qing-Min. "Dehydrogenation of N-Heterocycles by Superoxide Ion Generated through Single-Electron Transfer". . p. 2065 - 2069. Retrieved 2018/01/27.