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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868690Generated: October 26, 2026

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

https://huagongshe.com/reaction/868690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantMaleic AnhydrideHCID 7923—
ReactantDodecylamineHCID 13583—
Reactant2-Methoxy-1,4-benzoquinoneHCID 76146—
CatalystZinc AcetateHCID 11192—
SolventTetralinHCID 8404—
Product1H-Pyrrole-2,5-dione, 1-dodecyl-HCID 87191—

Reaction Conditions

Temperature210 °C

Reaction Steps

The same reactor as used in Example 7 was adopted. In this reactor, a solution of 120 g of maleic anhydride in 360 g of tetrahydronaphthalene was placed. Then, a solution of 220 g of dodecylamine and 1760 g of tetrahydronaphthalene was added thereto 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), 1.344 g of methoxybenzoquinone, and 0.1 g of zinc acetate added thereto were heated at 210° C. for one hour to effect reaction. Thereafter, the resultant reaction mixture was cooled to 30° C. and separated into a water layer and a tetrahydronaphthalene layer. The tetrahydronaphthalene layer was distilled to expel tetrahydronaphthalene. Consequently, there was obtained 285 g of slightly impure N-dodecyl maleimide. It was found to have purity of 92.3% by weight, indicating the yield thereof to be 83.5 mol % based on dodecylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04780546
Source datasetuspto-grants-1988_10
ORD IDord-a656e95f3f9749a89d4dce64cc03a074
Source noteuspto-grants-1988_10