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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1731899Generated: October 31, 2026

Phosphoric Acid → 1H-Pyrrole-2,5-dione, 1-dodecyl-

https://huagongshe.com/reaction/1731899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantMaleic AnhydrideHCID 7923—
Reactant4-MethoxyphenolHCID 9015—
ReactantDodecylamineHCID 13583—
CatalystZinc AcetateHCID 11192—
SolventWaterHCID 962—
SolventO-XyleneHCID 7237—
Product1H-Pyrrole-2,5-dione, 1-dodecyl-HCID 87191—

Reaction Conditions

Temperature150 °C

Reaction Steps

A glass flask having an inner volume of 3 liters was fitted with a theremometer, a stirrer and a water separater. This reactor was charged with 240 g of a xylene solution containing 120 g of maleic anhydride. Then, a solution of 220 g of dodecylamine in 1880 g of xylene was added thereto gradually and piecemeal at 40° C. over a period of 120 minutes. After the addition was completed, the resultant mixture and 65.4 g of ortho-phosphoric acid (purity 89% by weight), 0.672 g of p-methoxyphenol and 0.05 g of zinc acetate added thereto were heated at 150° C. for four hours to effect reaction. Thereafter, 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 filtered to effect removal of insolubles. The xylene layer now free from insolubles was distilled to expel xylene. Consequently there was obtained 260 g of slightly impure N-dodecyl maleimide. It was found to have purity of 91.2% by weight, indicating the yield thereof to be 75.3 mol% based on dodecylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04623734
Source datasetuspto-grants-1986_11
ORD IDord-50d808c951944b21a2c1dad1b0820fd6
Source noteuspto-grants-1986_11