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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactant2,4-DiaminotolueneHCID 7261—
ReactantAcetic AnhydrideHCID 7918—
ReactantMaleic AnhydrideHCID 7923—
ReactantMagnesium chloride hexahydrateHCID 24644—
SolventWaterHCID 962—
SolventTriethylamineHCID 8471—
Product1H-Pyrrole-2,5-dione, 1,1'-(4-methyl-1,3-phenylene)bis-HCID 8089385%

Reaction Conditions

Temperature40 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04154737
Source datasetuspto-grants-1979_05
ORD IDord-42c1bcf76c544651a422c1274a989376
Source noteuspto-grants-1979_05