3-Isobutyl-2-oxindole

Base Information

• Chemical Name: 3-Isobutyl-2-oxindole
• CAS No.: 251550-17-1
• Molecular Formula: C12H15NO
• Molecular Weight: 189.257
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70378127
• Nikkaji Number: J1.738.024I
• Mol file: 251550-17-1.mol

Synonyms:3-Isobutyl-2-oxindole;251550-17-1;3-Isobutylindolin-2-one;3-(2-methylpropyl)-1,3-dihydroindol-2-one;3-isobutyl-1,3-dihydro-2H-indol-2-one;3-Isobutyl-1,3-dihydro-indol-2-one;3-(2-methylpropyl)-2,3-dihydro-1H-indol-2-one;MFCD06245571;3-Isobutylindoline-2-one;SCHEMBL2983658;DTXSID70378127;UHNMEXRCASTLJV-UHFFFAOYSA-N;GEO-04091;AKOS005257398

Chemical Property of 3-Isobutyl-2-oxindole

Chemical Property:

• Vapor Pressure: 0.00049mmHg at 25°C
• Melting Point: 96.0-97.0 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• Refractive Index: 1.525
• Boiling Point: 313.6 °C at 760 mmHg
• PKA: 14.81±0.40(Predicted)
• Flash Point: 185 °C
• PSA: 29.10000
• Density: 1.039 g/cm³
• LogP: 2.90640
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

98%Min ^*data from raw suppliers

3-Isobutyl-2-oxindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1C2=CC=CC=C2NC1=O

Technology Process of 3-Isobutyl-2-oxindole

There total 6 articles about 3-Isobutyl-2-oxindole 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: 96.0%

2-oxoindole (59-48-3) + 2-methyl-propan-1-ol (78-83-1) → 3-isobutyl-1,3-dihydro-2H-indol-2-one (251550-17-1)

Guidance literature:

nickel; at 200 ℃; for 3h;

DOI:10.1055/s-2002-23544

Reference yield: 89.0%

2-methyl-propan-1-ol (78-83-1) + indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 3-isobutyl-1,3-dihydro-2H-indol-2-one (251550-17-1)

Guidance literature:

With hydrogen; nickel; at 200 ℃; for 3h; under 11250.9 Torr;

DOI:10.1002/ejoc.200300219

Reference yield: 61.0%

2-oxoindole (59-48-3) + isobutyraldehyde (78-84-2) → 3-isobutyl-1,3-dihydro-2H-indol-2-one (251550-17-1)

Guidance literature:

2-oxoindole; isobutyraldehyde; With piperidine; acetic acid; In ethanol; Reflux; Inert atmosphere;

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/b915257a

upstream raw materials:

2-oxoindole

2-methyl-propan-1-ol

indole-2,3-dione

5-fluoro-1H-indole-2,3-dione

Downstream raw materials:

(S)-3-(hydroxy(phenyl)amino)-3-isobutylindolin-2-one

(R)-3-isobutyl-3-(phenylthio)indolin-2-one

Refernces

• 1、 Chaudhari, Chandan,Siddiki, S. M. A. Hakim,Kon, Kenichi,Tomita, Atsuko,Tai, Yutaka,Shimizu, Ken-Ichi. "C-3 alkylation of oxindole with alcohols by Pt/CeO2 catalyst in additive-free conditions". . p. 1064 - 1069. Retrieved 2014/04/03.
• 2、 Grigg, Ronald,Whitney, Simon,Sridharan, Visuvanathar,Keep, Ann,Derrick, Andrew. "Iridium catalysed C-3 alkylation of oxindole with alcohols under solvent free thermal or microwave conditions". experimental part. p. 4375 - 4383. Retrieved 2009/10/17.