Identification | Back 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 |
Hazard Information | Back Directory | [Synthesis]
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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