Adding a certain compound to certain chemical reactions, such as: 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1074-82-4, Application In Synthesis of Potassium 1,3-dioxoisoindolin-2-ide
Under nitrogen atmosphere, 115g of aluminum chloride was added into 750ml of methylene chloride and the slurry mass was cooled to about 0C. lOOg of cis-(+/-)-l- phenyl-3-oxabicyclo[3.1.0]hexan-2-one, compound of formula VI was added at about 0C and the reaction mixture was stirred for about 30min at about 10C. Then diethyl amine solution (125.8g of diethyl amine in 200ml of methylene chloride) was added to the reaction mixture at about 10C to about 15C over a period of 45min and the reaction mixture was stirred for about 60min at about 10C to about 15C. Then 1800ml of water was added to the reaction mixture at about 10C to about 20C over a period of about 30min and stirred for about 2h at about room temperature. 25g of Hyflo was added and stirred for about lOmin. The reaction mixture was filtered through Hyflo bed and the Hyflo bed was washed with 100ml of methylene chloride. The organic layer was separated and taken into a clean container. The aqueous layer was again extracted with 300ml of methylene chloride; where a second organic layer was obtained. The combination of the organic layers was washed with 500ml of water followed by washing with 500ml of 10% aqueous sodium chloride solution, then the organic layer was treated with 50g of sodium sulphate. The organic layer was taken into a round bottomed flask and was cooled to 15C and 95.75 gm of thionyl chloride was slowly added at about 15C to about 20C over a period of about 30min and the reaction mixture was stirred for about 30min at about 15C to about 20C. The reaction mass was cooled to about 0C and 319g of potassium phthalimide was added, the temperature was raised to about 40C to about 45C and stirred at same temperature for about lh, then the reaction mass was cooled to about 10C to about 15C. Then 2.5 liters of 4% aqueous sodium hydroxide solution was added to the reaction mixture at about 10C to about 20C and stirred for about 30min. The aqueous and organic layers were separated and the organic layer was washed 4 times with 700ml each of water and solvent of the organic layer was distilled out completely under vacuum. 200ml of methanol was added to the residue mass at about 35C to about 40C and stirred for about lOmin. Then methanol was distilled out completely under vacuum. Then, 600ml of methanol was added to the residue mass and the temperature was raised to about 65 C and stirred for about 30min. The reaction mixture was cooled to about 20C to about 25C and stirred for about 2h. The precipitated product was filtered and washed with 100ml of chilled methanol. The wet cake was added to 1500ml of water and the slurry was stirred at about 55C to about 60C for about 2h. The solid was filtered at about the same temperature and washed with 500ml of water. The wet cake was added to 350ml of acetone and heated about reflux temperature, then 5g of activated charcoal was added to the clear solution and maintained reflux for about 30min. The reaction mass was filtered through Hyflo bed and the bed was washed with 30ml of acetone. Slowly the clear solution was cooled to about room temperature over a period of lh. Solid was precipitated out and the slurry was maintained for about lh at about room temperature. The solid was filtered out and washed with 50ml of chilled acetone. The compound was dried at about 50C to about 55C for about 15h to yield 1 lOg of the title compound.Purity by HPLC: 99.2%
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Reference:
Patent; GLENMARK GENERICS LIMITED; JAMBUKAR, Nagambar Genuji; GHARPURE, Milind; SINARE, Sudam Nanabhau; THOMBRE, Pravin Chhaburao; KHAN, Mubeen Ahmed; WO2011/158249; (2011); A1;,
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