Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Succinimide | HCID 11439 | — |
| Reactant | 4-ethenesulfonylphenylamine | HCID 305633 | — |
| Reactant | Tetrabutylammonium Hydroxide | HCID 2723671 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59827395 | HCID 59827395 | 71.4% |
Reaction Steps
In a 100 mL round bottom flask, a mixture of 1.15 g of succinimide, 2 g of 4-ethenesulfonylphenylamine and 30 g of 1,4-dioxane was heated to 60-70° C. and stirred. To the reaction solution was added 0.75 g of 40% aqueous tetrabutylammonium hydroxide solution 3 times over a 1-hour period. Subsequently, the mixture was stirred at 60-70° C. for 2 more hours. When the solution turned into a white suspension, stirring was stopped and the reaction solution was cooled to room temperature and precipitated and dispersed in 100 mL of methanol. The resultant precipitate was filtered, redispersed in 100 mL of clean water, filtered again and washed to remove salt. Then, the product was redispersed in 500 mL of methanol, filtered and dried to obtain 2.2 g of 1-[2-(4-amino-benzenesulfonyl)-ethyl]-pyrrolidine-2,5-dione (yield=70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362276B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-fc65906575324a60927c2c74443aa77f |
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| Source note | uspto-grants-2013_01 |
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