16990-74-2

Basic information

• Product Name: 2H-Indol-2-one, 1,3-dihydro-3-hydroxy-3-methyl-, (3R)-
• Synonyms: 2H-Indol-2-one,1,3-dihydro-3-hydroxy-3-methyl-,(3R);3-hydroxy-3-methyloxindole;3-hydroxy-3-methyl-1,3-dihydroindol-2-one;3-hydroxy-3-methylindolin-2-one
• CAS NO: 16990-74-2
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Mol File: 16990-74-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2H-Indol-2-one, 1,3-dihydro-3-hydroxy-3-methyl-, (3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Indol-2-one, 1,3-dihydro-3-hydroxy-3-methyl-, (3R)-(16990-74-2)
• EPA Substance Registry System: 2H-Indol-2-one, 1,3-dihydro-3-hydroxy-3-methyl-, (3R)-(16990-74-2)

Safety Data

• Hazardous Substances Data: 16990-74-2(Hazardous Substances Data)

Upstream product

• 1504-06-9 3-methylindolin-2-one 
• 83-34-1 3-Methylindole 

Downstream Products

• 883976-36-1 3-[((2R,3S)-3-Azido-2-hydroxy-4-phenyl-butyl)-(3-methyl-butyl)-amino]-3-methyl-1,3-dihydro-indol-2-one 
• 883976-34-9 (R)-3-[((2R,3S)-3-Azido-2-hydroxy-4-phenyl-butyl)-isobutyl-amino]-3-methyl-1,3-dihydro-indol-2-one 
• 883976-35-0 (S)-3-[((2R,3S)-3-Azido-2-hydroxy-4-phenyl-butyl)-isobutyl-amino]-3-methyl-1,3-dihydro-indol-2-one 
• 883976-64-5 3-[((2R,3S)-3-Azido-2-hydroxy-4-phenyl-butyl)-benzyl-amino]-3-methyl-1,3-dihydro-indol-2-one 
• 1207340-49-5 (R)-3-amino-3-methyl-1,3-dihydro-indol-2-one 
• 1403336-56-0 C₁₆H₁₇NO 
• 6941-73-7 2-(2,2-di(1H-indol-3-yl)ethyl)aniline 
• 1403336-51-5 (±)-3-(4-hydroxyphenyl)-3-methylindolin-2-one 
• 1403336-42-4 (±)-3-(5-(tert-butyl)-2-hydroxyphenyl)-3-methylindolin-2-one 
• 1403336-41-3 (±)-3-(2-hydroxy-5-methylphenyl)-3-methylindolin-2-one 
• 1403336-57-1 (±)-2-(1-acetyl-3-methylindolin-3-yl)-4-methylphenyl acetate 
• 1403336-55-9 (±)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-3-methylindolin-2-one 
• 358335-68-9 3-fluoro-3-methyl-oxindole 
• 358335-68-9 3-fluoro-3-methyl-oxindole 

Relevant articles and documents

Microwave-assisted synthesis of 3,1-benzoxazin-2-ones from 3-hydroxyoxindoles

A general protocol for the synthesis of 3,1-benzoxazin-2-ones 18 from 3-hydroxyoxindoles 16 in a two steps sequence through phenylsuccinates or phenylpropionates 17 is described. Best reaction conditions for ring opening of 16 to succinates or propionates 17 were achieved using alcohol/silica gel, while cyclization of 17 to benzoxazinones 18 was easily done with HCl/alcohol. It was also found that 17 and 18 can be transesterified using HCl/alcohol. Most transformations were carried out by traditional heating and by microwave (MW) irradiation to accelerate reaction rates.

CeCl3·7H2O/IBX-promoted oxidation of 3-alkylindoles to 3-hydroxyoxindoles

3-Alkylindoles undergo smooth oxidation with IBX in the presence of CeCl3·7H2O in aqueous acetonitrile at ambient temperature to afford the corresponding 3-hydroxyoxindoles in high yields. This method is very useful for the direct preparation of 3-hydroxyoxindoles from 3-alkylindoles. Operational simplicity, mild and neutral reaction conditions in aqueous solution are the key features of this protocol.

OXIDATION OF 2-INDOLINONES WITH COBALT(II) SCHIFF'S BASE COMPLEXES

The oxidation of 2-indolinones (1) catalysed with cobalt(II) Schiff's base complexes gave isatins (2), O-aminoketones (3), 3-hydroxy-2-indolinones (4), and dimers (5).