HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262418Generated: October 26, 2026
Acetone → 1H-Pyrrole-2,5-dione, 1,1'-(4-methyl-1,3-phenylene)bis-
https://huagongshe.com/reaction/262418
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | 2,4-Diaminotoluene | HCID 7261 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Maleic Anhydride | HCID 7923 | — |
| Reactant | Magnesium chloride hexahydrate | HCID 24644 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1H-Pyrrole-2,5-dione, 1,1'-(4-methyl-1,3-phenylene)bis- | HCID 80893 | 85% |
Reaction Steps
A flask was equipped as in Example 1. To a solution of maleic anhydride (1.7 parts) in 3.9 parts acetone was added a solution of 1 part 4-methyl-m-phenylenediamine, 0.28 part triethylamine and 2.5 parts acetone. The heterogeneous reaction mixture was stirred at 40° C. for 30 minutes. Magnesium chloride hexahydrate (0.071 part) and 2.16 part acetic anhydride were added all at once. The reaction temperature was raised to 50° C. and maintained for 2.5 hours. Thirty minutes after the addition the mixture became homogeneous and remained so. The solution was cooled, and 16 parts water was added; the precipitated product was filtered by vacuum filtration, washed with water, and dried in a vacuum oven at 60° C. for 24 hours. N,N'-(4-Methyl-m-phenylene)dimaleimide, m.p. 168°-172° C., was obtained in 85% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04154737 |
|---|
| Source dataset | uspto-grants-1979_05 |
|---|
| ORD ID | ord-42c1bcf76c544651a422c1274a989376 |
|---|
| Source note | uspto-grants-1979_05 |
|---|