HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminophenol → 1-(2-Hydroxyphenyl)-1H-pyrrole-2,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Maleic Anhydride | HCID 7923 | — |
| Reactant | (2Z)-4-[(2-Hydroxyphenyl)amino]-4-oxo-2-butenoic acid | HCID 1550203 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 1-(2-Hydroxyphenyl)-1H-pyrrole-2,5-dione | HCID 793226 | — |
Reaction Steps
A maleic anhydride copolymer and an aminophenol are heated in an organic solvent such as dimethylformamide to 0°-150° C., preferably 10°-100° C., more preferably 50°-100° C. for 1-20 hours to convert a portion or whole of the maleic anhydride units into N-(hydroxyphenyl)maleamic acid unit. To the reaction mixture is added a tertiary amine catalyst, and is further added an azeotropic agent (i.e., azeotropic solvent) such as toluene or xylene for removing water produced upon cyclization-dehydration reaction. The resulting mixture is then heated to 80°-200° C., preferably 100°-150° C., for 1-20 hours for performing a cyclization-dehydration reaction, to obtain the desired N-(hydroxyphenyl)maleimide copolymer.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04740561 |
| Source dataset | uspto-grants-1988_04 |
| ORD ID | ord-75307692132646ee82769b8fb17624f7 |
| Source note | uspto-grants-1988_04 |