ChemicalBook CAS DataBase List 2-pyridin-2-ylisoindole-1,3-dione

2-pyridin-2-ylisoindole-1,3-dione synthesis

12synthesis methods

Product Name:2-pyridin-2-ylisoindole-1,3-dione
CAS Number:59208-49-0
Molecular formula:C13H8N2O2
Molecular Weight:224.21

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85-44-9 Synthesis

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Yield:59208-49-0 93%

Reaction Conditions:

with o-phthalimide-N-sulfonic acid in ethanol at 80; for 2 h;Green chemistry;

Steps:

General procedure for the synthesis of isoindoline-1,3-dione derivatives

General procedure: A mixture of phthalic anhydride (0.296 g, 2 mmol), amine (2.2 mmol), and phthalimide-N-sulfonic acid (0.091 g, 20 mol%) in ethanol (5 ml) was stirred for 3 h at 80 °C. After completion (monitored by TLC), the insoluble catalyst was separated by filtration, washed with acetone, and dried (weight: 0.090 g, 99 % recovered). The organic layer was concentrated under reduced pressure to give the desired product, washed with water, and recrystallized in ethanol (each product was dissolved in a minimum amountof hot ethanol and allowed to reach gradually to room temperature). In addition, some products needed extrapurification step by small column chromatography using the CH2Cl2/n-hexane solvent mixture (50:50).

References:

Habibi, Davood;Pordanjani, Hossein Mohammadkhani [Chemical Papers,2017,vol. 71,# 11,p. 2293 - 2299]

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201230-82-2 Synthesis