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

Melting point:

140 °C

Density 

1.200±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

9.81±0.20(Predicted)

Safety Information

Risk Statements 

36

Safety Statements 

26

RIDADR 

UN 2811 6.1 / PGIII

HS Code 

2933998090

5-propan-2-yl-1H-indole-2,3-dione Usage And Synthesis

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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