6-NITRO-ISOINDOLIN-1-ONE Chemical Properties

Melting point:

253 °C (decomp)

Boiling point:

487.5±45.0 °C(Predicted)

Density 

1.449±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

12.56±0.20(Predicted)

Appearance

White to yellow Solid

Safety Information

HS Code 

2933790090

6-NITRO-ISOINDOLIN-1-ONE Usage And Synthesis

Uses

6-Nitroisoindoline-1-one is a heterocyclic derivative that can be used as a pharmaceutical intermediate. It exists in a variety of natural products and pharmaceutical molecules and has extremely high biological activity.

Synthesis

General procedure for the synthesis of 6-nitro-isoindolin-1-one from methyl 2-(bromomethyl)-4-nitrobenzoate: Methyl 2-(bromomethyl)-4-nitrobenzoate (250 mg, 0.92 mmol) was added to a methanolic solution of saturated ammonia (5 mL) and stirred for 2 hr at room temperature, and completion of the reaction was monitored by thin layer chromatography (TLC). The solvent was removed by distillation under reduced pressure and ethyl acetate (7 mL) was added to the residue and sonicated for 3 min, followed by placement in a refrigerator at -20 °C for 3 min to promote crystallization. After precipitating a large amount of solid, the product was collected by filtration and dried under high vacuum to give 150 mg of a pale yellow solid in 92% yield.

References

[1] Patent: CN103804358, 2016, B. Location in patent: Paragraph 0123
[2] Patent: WO2006/17443, 2006, A2. Location in patent: Page/Page column 155
[3] Patent: WO2012/92880, 2012, A1. Location in patent: Page/Page column 57
[4] Patent: WO2015/81891, 2015, A1. Location in patent: Page/Page column 138; 139
[5] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 287

6-NITRO-ISOINDOLIN-1-ONE(110568-64-4)Related Product Information

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