5-Fluorooxindole

Base Information

• Chemical Name: 5-Fluorooxindole
• CAS No.: 56341-41-4
• Molecular Formula: C8H6FNO
• Molecular Weight: 151.14
• Hs Code.: 29339900
• European Community (EC) Number: 638-803-9
• UNII: 4EW64J5JHC
• DSSTox Substance ID: DTXSID40395649
• Nikkaji Number: J416.476H
• Wikidata: Q72475508
• Mol file: 56341-41-4.mol

Synonyms:Ajmalicine Oxindole;Ajmalicine Oxindoles;Ajmalicine Type Oxindole;Ajmalicine Type Oxindoles;Ajmalicine-Type Oxindole;Ajmalicine-Type Oxindoles;Alkaloid Derivative, Oxindole;Alkaloid, Oxindole;Derivative, Indolinone;Derivative, Oxazolidinone;Derivative, Oxindole;Derivative, Oxindole Alkaloid;Indolinone;Indolinone Derivative;Indolinone Derivatives;Indolinones;Macroline Oxindole;Macroline Oxindoles;Macroline Type Oxindole;Macroline Type Oxindoles;Macroline-Type Oxindole;Macroline-Type Oxindoles;Oxazolidinone Derivative;Oxazolidinone Derivatives;Oxindole Alkaloid;Oxindole Alkaloid Derivative;Oxindole Alkaloid Derivatives;Oxindole Alkaloids;Oxindole Derivative;Oxindole Derivatives;Oxindole, Ajmalicine;Oxindole, Ajmalicine-Type;Oxindole, Macroline;Oxindole, Macroline-Type;Oxindoles;Oxindoles, Ajmalicine;Oxindoles, Ajmalicine-Type;Oxindoles, Macroline;Oxindoles, Macroline-Type

Chemical Property of 5-Fluorooxindole

Chemical Property:

• Appearance/Colour: Light Yellow Crystalline
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 143-147 °C(lit.)
• Refractive Index: 1.56
• Boiling Point: 307.197 °C at 760 mmHg
• PKA: 12.99±0.20(Predicted)
• Flash Point: 139.588 °C
• PSA: 29.10000
• Density: 1.311 g/cm³
• LogP: 1.45830
• Storage Temp.: Keep Cold
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.043341977
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

5-Fluoro-2-oxindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 22-24/25-45-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)F)NC1=O
• Uses: 5-Fluoro-2-oxindole (cas# 56341-41-4) is a compound useful in organic synthesis.

Technology Process of 5-Fluorooxindole

There total 35 articles about 5-Fluorooxindole 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: 99.1%

5-fluoro-1H-indole-2,3-dione (443-69-6) → 5-fluoroindol-2(3H)-one (56341-41-4)

Guidance literature:

With hydrazine hydrate; In water; at 140 ℃; for 6h; Temperature;

DOI:10.1007/s11164-015-1939-z

Reference yield: 92.1%

5-fluoro-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid methyl ester (389571-36-2) → 5-fluoroindol-2(3H)-one (56341-41-4)

Guidance literature:

With hydrogenchloride; In methanol; water; for 2h; Reagent/catalyst; Temperature; Inert atmosphere; Reflux;

Reference yield: 88.0%

chloroacetyl chloride (79-04-9) + 4-fluoroaniline (371-40-4) → 5-fluoroindol-2(3H)-one (56341-41-4)

Guidance literature:

With montmorillonite KSF; at 20 ℃; for 1.08333h; Sonication; Neat (no solvent);

DOI:10.1016/j.ultsonch.2011.03.023

upstream raw materials:

1,3-dihydro-1-hydroxyindole-2-one

methyl 2-(5-fluoro-2-nitrophenyl)acetate

3,3-dibromo-5-fluoro-2-oxindole

(2-tert-Butoxycarbonylamino-5-fluoro-phenyl)-acetic acid

Downstream raw materials:

5-fluoroindoline

5-fluoro-7-nitro-1,3-dihydro-indol-2-one

7-bromo-5-fluoro-1,3-dihydro-indol-2-one

(E)-5-fluoro-3-[[4-(sulfamoyl)phenyl]methylene]indolin-2-one

Refernces

• 1、 Wang, De-pu,Liu, Kai-li,Li, Xin-yang,Lu, Guo-qing,Xue, Wen-han,Qian, Xin-hua,Mohamed O, Kamara,Meng, Fan-hao. "Design, synthesis, and in vitro and in vivo anti-angiogenesis study of a novel vascular endothelial growth factor receptor-2 (VEGFR-2) inhibitor based on 1,2,3-triazole scaffold". . . Retrieved 2020/12/21.
• 2、 -. "Enhanced fluorescence sensor for targeting recognition of receptor tyrosine kinase and application of fluorescence sensor in cell membrane fluorescence imaging". Paragraph 0014; 0015. . Retrieved 2019/02/13.