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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262415Generated: October 25, 2026

Dimethylformamide → 2-Butenoic acid, 4,4'-(1,3-phenylenediimino)bis(4-oxo-, (2Z,2'Z)-

https://huagongshe.com/reaction/262415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMaleic AnhydrideHCID 7923—
ReactantM-PhenylenediamineHCID 7935—
ReactantN,N'-1,3-PhenylenedimaleimideHCID 18156—
Product2-Butenoic acid, 4,4'-(1,3-phenylenediimino)bis(4-oxo-, (2Z,2'Z)-HCID 6436387—

Reaction Steps

A typical example of this process is the formation of N,N'-m-phenylenedimaleimide. This involves the addition of maleic anhydride to a solution of m-phenylenediamine in dimethylformamide (DMF) and reacting these at a temperature of 35°-40° C. to form N,N'-m-phenylenedimaleamic acid, which is not isolated. The addition of sodium acetate and acetic anhydride follows, with a maximum reaction temperature for ring closure of 55°-60° C. On the completion of this reaction, a large excess of water is added, precipitating the N,N'-m-phenylenedimaleimide which is subsequently filtered, washed with water, and dried at a moderately elevated temperature. This process is outlined below: ##STR1## N,N'-m-phenylenedimaleimide

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04154737
Source datasetuspto-grants-1979_05
ORD IDord-3f5146fed44841e8a5f378aacd89685a
Source noteuspto-grants-1979_05