4,6-difluoro-1H-indole-2,3-dione

Base Information

• Chemical Name: 4,6-difluoro-1H-indole-2,3-dione
• CAS No.: 126674-93-9
• Molecular Formula: C8H3F2NO2
• Molecular Weight: 183.114
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70562625
• Wikidata: Q72463034
• Mol file: 126674-93-9.mol

Synonyms:4,6-Difluoroisatin;126674-93-9;4,6-difluoro-1H-indole-2,3-dione;4,6-DIFLUOROINDOLINE-2,3-DIONE;1H-INDOLE-2,3-DIONE, 4,6-DIFLUORO-;4,6-difluoro-2,3-dihydro-1H-indole-2,3-dione;MFCD03618552;4,6-difluorisatin;4,6 -Difluoroisatin;SCHEMBL1398146;DTXSID70562625;YIVXDNUTNIKQMY-UHFFFAOYSA-N;AKOS000137707;AB15600;AC-8474;CS-W020682;GS-3296;4,6-DIFLUORO-2,3-DIOXOINDOLINE;SY027085;EN300-49325;A805583;Z247609844;3-[BENZYL-(TOLUENE-4-SULFONYL)-AMINO]-2-METHYL-PROPIONICACID

Chemical Property of 4,6-difluoro-1H-indole-2,3-dione

Chemical Property:

• Refractive Index: 1.558
• PKA: 7.65±0.20(Predicted)
• PSA: 46.17000
• Density: 1.579 g/cm³
• LogP: 1.23760
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 183.01318466
• Heavy Atom Count: 13
• Complexity: 269

Purity/Quality:

98% ^*data from raw suppliers

4,6-Difluoroisatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1NC(=O)C2=O)F)F

Technology Process of 4,6-difluoro-1H-indole-2,3-dione

There total 4 articles about 4,6-difluoro-1H-indole-2,3-dione 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%

N-(3,5-difluorophenyl)-2-hydroxyiminoacetamide (940054-61-5) → 4,6-difluoro-1H-indole-2,3-dione (126674-93-9)

Guidance literature:

N-(3,5-difluorophenyl)-2-hydroxyiminoacetamide; With sulfuric acid; at 50 - 100 ℃; for 0.75h;

With water;

Reference yield: 75.0%

(2Z)-N-(3,5-difluorophenyl)-2-(hydroxyimino)acetamide → 4,6-difluoro-1H-indole-2,3-dione (126674-93-9)

Guidance literature:

With sulfuric acid; In water; at 58 - 62 ℃; for 6.5h; Large scale reaction;

DOI:10.1021/op100161y

Reference yield: 72.0%

chloral (75-87-6) + 3,5-difluoroaniline hydrochloride → 4,6-difluoro-1H-indole-2,3-dione (126674-93-9)

Guidance literature:

chloral; 3,5-difluoroaniline hydrochloride; With hydroxylamine hydrochloride; sodium sulfate; at 120 ℃; for 2h;

With sulfuric acid; In water; at 80 ℃; for 0.166667h;

DOI:10.1021/jm060434q

upstream raw materials:

chloral

N-(3,5-difluorophenyl)-2-hydroxyiminoacetamide

3,5-difluoroaniline

Downstream raw materials:

2-amino-4,6-difluorobenzoic acid

5,7-difluoroquinazolin-4(3H)-one

5,7-bis(benzyloxy)quinazolin-4(3H)-one

3-(2-amino-4,6-difluorobenzylamino)-pyrrolidine-2,5-dione

Refernces

• 1、 -. "Pyrrolidine(thi)ones Substituted by Heterocyclic Substituents in The 3-Position". Page/Page column 14. . Retrieved 2009/01/20.