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150560-58-0

150560-58-0 Structure

150560-58-0 Structure
IdentificationBack Directory
[Name]

5-propan-2-yl-1H-indole-2,3-dione
[CAS]

150560-58-0
[Synonyms]

11J-308S
ZINC03276921
5-Isopropylisatin
5-Isopropylindoline-2,3-dione
1H-Indole-2,3-dione, 5-isopropyl-
5,5-dimethylcyclohex an-1, 3-dion
5-propan-2-yl-1H-indole-2,3-dione
1H-Indole-2,3-dione, 5-(1-methylethyl)-
5-isopropyl-1H-indole-2,3-dione(SALTDATA: FREE)
organic chemicals : 5,5-dimethylcyclohex an-1, 3-dion
[Molecular Formula]

C11H11NO2
[MDL Number]

MFCD02947184
[MOL File]

150560-58-0.mol
[Molecular Weight]

189.21
Chemical PropertiesBack Directory
[Melting point ]

140 °C
[density ]

1.200±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

9.81±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H317-H319
[Precautionary statements ]

P280-P301+P310-P305+P351+P338
[Risk Statements ]

36
[Safety Statements ]

26
[RIDADR ]

UN 2811 6.1 / PGIII
[HS Code ]

2933998090
Hazard InformationBack Directory
[Synthesis]

Acetamide, 2-(hydroxyimino)-N-[4-(1-methylethyl)phenyl]-

68701-52-0

5-propan-2-yl-1H-indole-2,3-dione

150560-58-0

The general procedure for the synthesis of 5-isopropylindoline-2,3-dione using the compound (CAS: 68701-52-0) as starting material was as follows: 41.2 g of isonitrosoacetyl-p-isopropylaniline was slowly added to 294 g of 95% sulfuric acid at room temperature. Subsequently, the temperature of the reaction system was gradually increased to 30°C over a period of 10 minutes and the reaction mixture was continuously stirred at this temperature for 2 hours. Upon completion of the reaction, the reaction solution was slowly added dropwise to a separate vessel containing 419 g of water and the precipitate precipitated was subsequently collected by filtration. The precipitate was washed with 1,300 g of water and dried in a drying oven at 60 °C to yield 37.3 g of 5-isopropylisatin. The yield of this step was 98.7%, the purity of the product was 98.1% (wt%) and the melting point was 137-140 °C. In this embodiment, the molar ratio of isonitrosoacetyl-p-isopropylaniline to sulfuric acid was 1:14.3.

[References]

[1] Patent: JP2018/150285, 2018, A. Location in patent: Paragraph 0024-0031; 0036
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 7, p. 1585 - 1587
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