5-Fluoroisatin

Base Information

• Chemical Name: 5-Fluoroisatin
• CAS No.: 443-69-6
• Molecular Formula: C8H4FNO2
• Molecular Weight: 165.124
• Hs Code.: 29337900
• European Community (EC) Number: 628-890-1
• NSC Number: 39161
• DSSTox Substance ID: DTXSID80284821
• Nikkaji Number: J796.591E
• Wikidata: Q72473778
• ChEMBL ID: CHEMBL116040
• Mol file: 443-69-6.mol

Synonyms:5-Fluoroisatin;443-69-6;5-Fluoro-1H-indole-2,3-dione;5-fluoroindoline-2,3-dione;5-fluoro isatin;5-FLUORO-2,3-INDOLEDIONE;MFCD00022795;5-fluoro-2,3-dihydro-1H-indole-2,3-dione;1H-INDOLE-2,3-DIONE, 5-FLUORO-;5-fluoro-2,3-indolinedione;5-Fluoroindole-2,3-dione;5-fluroisatin;5-fluoro-isatin;NSC39161;5-fluoro-2-hydroxy-3H-indol-3-one;5-Fluoroisatin, 98%;Isatin-based compound, 32;SCHEMBL183575;CHEMBL116040;5-Fluoro-1H-indol-2,3-dione;BDBM22812;GKODDAXOSGGARJ-UHFFFAOYSA-;DTXSID80284821;CHEBI:149787;BCP22598;BBL011747;NSC-39161;STK183544;STL135956;AKOS000200893;AKOS005746753;AC-2525;BH-0436;CCG-321986;CS-W007549;HY-W007549;SB66079;BP-21307;PD194991;SY001816;AM20060928;F0589;FT-0620424;EN300-11877;A18784;F-5600;J-010115;Z56837144;F1943-0001;InChI=1/C8H4FNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)

Chemical Property of 5-Fluoroisatin

Chemical Property:

• Appearance/Colour: red crystalline powder
• Melting Point: 224-227 °C(lit.)
• Refractive Index: 1.584
• Boiling Point: 417.9oC at 760mmHg
• PKA: 8.51±0.20(Predicted)
• Flash Point: 206.5oC
• PSA: 46.17000
• Density: 1.446 g/cm³
• LogP: 1.09850
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, DMSO, Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 165.02260653
• Heavy Atom Count: 12
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

5-FluoroIsatin ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)C(=O)C(=O)N2
• Uses: It showed antibacterial and antifungal activities. Reactant for preparation of:Spiro[indole-thiazolidinones] as biologically relevan synthesis scaffoldsPotential antimycobacterial agentsInhibitors of c-Met kinaseInhibitors of TAK1 kinaseHerpes simplex virus inhibitorsIKKβ inhibitorsInhibitors of vitiligo diseasePotential drug candidates with anti-HIV activity and anti-tubercular activity

Technology Process of 5-Fluoroisatin

There total 23 articles about 5-Fluoroisatin 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: 88.6%

N-(4-fluorophenyl)-2-(hydroxyimino) acetamide (351-09-7) → 5-fluoro-1H-indole-2,3-dione (443-69-6)

Guidance literature:

With sulfuric acid; In water; at 80 ℃; for 0.333333h;

Reference yield: 88.2%

N-(4-fluorophenyl)-2-(hydroxyimino)acetamide → 5-fluoro-1H-indole-2,3-dione (443-69-6)

Guidance literature:

With sulfuric acid; at 50 - 75 ℃; for 0.333333h;

DOI:10.1007/s11164-015-1939-z

Reference yield: 87.0%

5-fluoroindoline (2343-22-8) → 5-fluoro-1H-indole-2,3-dione (443-69-6)

Guidance literature:

With iodine pentoxide; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/j.tetlet.2017.03.060

upstream raw materials:

N-(4-fluorophenyl)-2-(hydroxyimino) acetamide

carbon monoxide

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

chloral hydrate

Downstream raw materials:

7-fluoro-1,2,3,4-tetrahydro-acridine-9-carboxylic acid

6-fluoro-2-(4-fluorophenyl)quinoline-4-carboxylic acid

6-fluoro-2-phenylquinoline-4-carboxylic acid

6-fluoro-2-methylquinoline-4-carboxylic acid

Refernces

• 1、 Tri, Nguyen Minh,Thanh, Nguyen Dinh,Ha, Luong Ngoc,Anh, Dang Thi Tuyet,Toan, Vu Ngoc,Giang, Nguyen Thi Kim. "Study on synthesis of some substituted N-propargyl isatins by propargylation reaction of corresponding isatins using potassium carbonate as base under ultrasound- and microwave-assisted conditions". . p. 4793 - 4801. Retrieved 2021/05/31.
• 2、 Patel, Dushyant V.,Patel, Nirav R.,Kanhed, Ashish M.,Teli, Divya M.,Patel, Kishan B.,Gandhi, Pallav M.,Patel, Sagar P.,Chaudhary, Bharat N.,Shah, Dharti B.,Prajapati, Navnit K.,Patel, Kirti V.,Yadav, Mange Ram. "Further Studies on Triazinoindoles as Potential Novel Multitarget-Directed Anti-Alzheimer's Agents". . p. 3557 - 3574. Retrieved 2020/11/18.