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ChemicalBook CAS DataBase List Succinimide
123-56-8

Succinimide synthesis

14synthesis methods
To a flask equipped with a dropping funnel, mechanical stirrer, and a 40 cm long side arm of not less than 10 mm inside diameter is added 236 gm (2.0 mole) of succinic acid. The flask is cooled and 270 ml (4.0 moles) of 28% aqueous ammonia is slowly added with stirring. The flask is rapidly heated with an oil bath until 200 ml of water distils. The temperature of the bath is rapidly raised to 275°C. Succinimide starts to distil over the range 275-289°C, to afford 168 gm of crude product which solidifies on cooling. The intermediate fraction, boiling between 102° and 275°C, is redistilled to afford 10.0 gm of crude succinimide, b.p. 275-289°C. The combined product (178 gm) is added to 178 gm of hot ethanol. The solution is cooled, the crystals filtered, washed with 25 ml of cold ethanol, and dried to afford 163-164 gm (82-83%), m.p. 123-125°C. Approximately 4-5 gm of additional product may be obtained by concen­trating the mother liquor.
Recent Japanese patents suggested inert aprotic solvents such as cyclic amides (e.g., N-methylpyrrolidone, N-acetyl-2-pyrrolidone, DMF, or tet-ramethylurea) and azeotroping solvents (e.g., toluene, 0-xylene, hexane, or pentane) or other high-boiling solvents (e.g., chlorobenzene or chlo-rotoluene) as dehydrating agents for the formation of imides from di­basic acids (e.g., 3- and/or 4) hydroxyphthalic acid with a large variety of diamines including diaminosiloxanes such as bis (3-aminopropyl)-tetra-methylsiloxane.
Preparation of Succinimide
-

Yield:123-56-8 99%

Reaction Conditions:

with ammonium peroxydisulfate;silver nitrate in water at 20; for 2 h;Reagent/catalyst;Temperature;

Steps:

2

0.13 g of pyroglutamic acid, 1mmol was placed in the reaction tube ,AgNO3 (1.7 mg, 0.01 mmol) was weighed, (NH4)2S2O8 (0.50 g, 2.2 mmol) was added, 3 mL of water was added and stirred at room temperature for 2h. After completion of the reaction, the reaction mixture was concentrated to dryness under reduced pressure to give succinimide. The prepared succinimide was added to deuterated chloroform,Filter, test succinimideThe NMR spectrum is shown in Fig.1

References:

CN103804269,2016,B Location in patent:Paragraph 0036-0041

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