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

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

8synthesis methods
201230-82-2 Synthesis
carbon monoxide

201230-82-2
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2-pyridin-3-ylisoindole-1,3-dione

19171-27-8
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Yield:19171-27-8 81%

Reaction Conditions:

with triethylamine in toluene at 100; under 760.051 Torr; for 4 h;Autoclave;

Steps:

General procedure for carbonylative cyclization of2-iodobenzoic acid for the synthesis of N-substitutedisoindole-1,3-diones using ImmPd-IL as a catalyst

General procedure: To a 100 mL stainless steel autoclave, 2-iodobenzoic acid(1 mmol), aryl amine (2 mmol), ImmPd-IL (2 mol%), toluene (10 mL)and Et3N (2.5 mmol) were added. The autoclave was closed, purgedthree times with nitrogen followed with carbon monoxide andthen pressurized with 1 atm of CO and heated at 100C for 4 h.After completion of reaction the reactor was cooled to room tem-perature, the remaining CO gas was carefully vented, and thereactor was opened. The reactor vessel was thoroughly washedwith ethyl acetate (10-15 mL) to remove any traces of productand catalyst if present. The catalyst was filtered and the reac-tion mixture was evaporated under vacuum. The residue obtainedwas purified by column chromatography (silica gel, 60-120 mesh;petroleum ether/ethyl acetate, 95:05) to afford the desired prod-uct. The products were confirmed by GC, GC-MS,1H NMR and13C NMR spectroscopic techniques. The purity of compounds wasdetermined by GC-MS analysis.

References:

Khedkar, Mayur V.;Shinde, Ajinkya R.;Sasaki, Takehiko;Bhanage, Bhalchandra M. [Journal of Molecular Catalysis A: Chemical,2014,vol. 385,p. 91 - 97]

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