Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Maleic Anhydride | HCID 7923 | — |
| Reactant | Dodecylamine | HCID 13583 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 1H-Pyrrole-2,5-dione, 1-dodecyl- | HCID 87191 | — |
Reaction Steps
A glass flask having an inner volume of 3 liters was fitted with a thermometer, a stirrer, and a water separator. In this reactor, 240 g of a solution containing 120 g of maleic anhydride in xylene was placed. Then, a solution containing 220 g of dodecylamine in 1880 g of xylene was added gradually and piecemeal over a period of 120 minutes at 40° C. to the reactor. After the addition was completed, the mixture in the reactor and 65.4 g of orthophosphoric acid (purity 89% by weight) added thereto were heated at 215° C. for 1 hour under 4.4 kg/cm2G. to effect reaction. The resultant reaction mixture was cooled to 30° C., washed with 400 ml of water, and separated into a water layer and a xylene layer. The xylene layer was separated by filtration to effect removal of insolubles. The xylene layer was distilled to expel xylene. Consequently, there was obtained 258 g of slightly impure N-dodecyl maleimide. This product was found to have purity of 85.3% by weight, indicating the yield to be 69.9 mol% based on dodecylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04623734 |
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| Source dataset | uspto-grants-1986_11 |
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| ORD ID | ord-63c0cf7177d54eedb8ad4a6f782016c2 |
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| Source note | uspto-grants-1986_11 |
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