3-Indolinone

Base Information

• Chemical Name: 3-Indolinone
• CAS No.: 3260-61-5
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• NSC Number: 26337
• UNII: BZ24HY3WPJ
• DSSTox Substance ID: DTXSID20186294
• Nikkaji Number: J7.701A
• Wikidata: Q27122690
• Metabolomics Workbench ID: 57814
• Mol file: 3260-61-5.mol

Synonyms:3-hydroxyindole

Chemical Property of 3-Indolinone

Chemical Property:

• Vapor Pressure: 0.00335mmHg at 25°C
• Refractive Index: 1.586
• Boiling Point: 282.463 °C at 760 mmHg
• PKA: 1.46±0.20(Predicted)
• Flash Point: 139.886 °C
• PSA: 29.10000
• Density: 1.198 g/cm³
• LogP: 1.43280
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

Indolin-3-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C2=CC=CC=C2N1

Technology Process of 3-Indolinone

There total 15 articles about 3-Indolinone 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: 92.0%

N-Phenylglycine (103-01-5) → indolin-3-one (3260-61-5)

Guidance literature:

With trifluoromethylsulfonic anhydride; triethylamine; Triphenylphosphine oxide; In 1,2-dichloro-ethane; at 25 ℃; for 0.0333333h;

DOI:10.1021/jo00266a028

Reference yield: 21.0%

indole (120-72-9) → indolin-3-one (3260-61-5) + C16H12N2O4 + indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 2,2-di(3-indolyl)-3-indolone (17646-95-6)

Guidance literature:

With chloro[5,10,15,20-tetrakis(4-dimethylamino-2,3,5,6-tetrafluorophenyl)porphyrinate]iron(III); dihydrogen peroxide; In ethanol; at 20 ℃; for 4h;

DOI:10.1016/j.jcat.2014.04.012

Reference yield: 5.0%

3-methylbenzo[c]isoxazole (4127-53-1) → indolin-3-one (3260-61-5)

Guidance literature:

at 200 ℃;

DOI:10.24820/ARK.5550190.P011.239

upstream raw materials:

2-phenylimino-indolin-3-one

2-anilino-indolin-3-one

1-(2-amino-phenyl)-2-hydroxy-ethanone

N,N'-diphenylethylenediamine

Downstream raw materials:

indoline-2,3-dione-2-oxime

2-(xanthen-9-yliden-ethylidene)-indolin-3-one

indoxyl

quindoline

Refernces

• 1、 Rebelo, Susana L.H.,Linhares, Margarida,Simoes, Mario M.Q.,Silva, Artur M.S.,Neves, M. Graca P.M.S.,Cavaleiro, Jose A.S.,Freire, Cristina. "Indigo dye production by enzymatic mimicking based on an iron(III)porphyrin". . p. 33 - 40. Retrieved 2014/06/09.
• 2、 Capon, Brian,Kwok, Fu-Chiu. "Tautomerism of the Monohydroxy Derivatives of Five-Membered O, N, and S Heterocycles". . p. 5346 - 5356. Retrieved 2007/10/02.