Pomalidomide Intermediates

Name	2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione
Synonyms	4-Nitrothalidomide Pomalidomide Impurity E Pomalidomide Intermediates Thalidomide 4-Nitro Impurity 2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindole-1,3-dione 2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 4-nitro-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-nitro-
CAS	19171-18-7
EINECS	200-258-5

Molecular Formula	C13H9N3O6
Molar Mass	303.23
Density	1.651±0.06 g/cm3(Predicted)
Melting Point	>200°C (dec.)
Boling Point	603.4±50.0 °C(Predicted)
Solubility	Acetonitrile (Slightly, Heated, Sonicated), DMSO (Slightly)
Appearance	Solid
Color	Pale Yellow to Pale Beige
pKa	10.55±0.40(Predicted)
Storage Condition	Inert atmosphere,Room Temperature

Introduction	4-nitrothalidomide is a product of 4-position Nitro substitution on thalidomide aromatic ring, which also has many biological activities, it is of great significance to study its preparation process.
Use	4-nitrothalidomide is a product of 4-position Nitro substitution on the thalidomide aromatic ring, which also has many biological activities, it can be used as a pharmaceutical intermediate, and used in pharmaceutical experimental research and pharmaceutical synthesis.
preparation	add 2.0g( 1.4 mmol) mixed homogeneously to the reaction flask with a grinding mouth 4-nitrophthalic anhydride and 2.0g( 1. 4 mmol) mixture of glutamine , heated to 140 ℃ to melt the reactant and then stirred. Within the first 30 min, the sublimed phthalic anhydride was transferred back to the reaction system with a glass rod, thereafter, the system was connected to a vacuum pump ( 133-170), heated to about ° C., and the reaction was stopped after 4 hours to obtain a yellow solid. Add 15 mL 1, 4-dioxane, heat and stir to dissolve all solids, distill dioxane under reduced pressure, Add 30 mL acetone, precipitate under stirring, filter, wash with 60 mL for 3 times, The solid obtained by filtration was collected by washing with acetone twice and dried under vacuum to give a white solid. The crude product was purified by silica gel column chromatography [V( CHCl 3): V( EtOAc)= 5:1] to give 4-nitrothalidomide.

Last Update：2024-04-09 02:00:02

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Pomalidomide Intermediates

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