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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201642Generated: October 29, 2026

Methanol → HCID 86708818, compound

https://huagongshe.com/reaction/2201642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantP-PhenylenediamineHCID 7814—
ReactantMaleic AnhydrideHCID 7923—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86708818HCID 86708818172.1%

Reaction Conditions

Temperature5 °C

Reaction Steps

Under a nitrogen atmosphere, into a reaction vessel were charged 10.00 g (92.5 mmol) of 1,4-phenylenediamine and 80 ml of methanol. A solution prepared by dissolving 6.05 g (61.6 mmol) of maleic anhydride in 20 ml of tetrahydrofuran was dropped into this under cooling with ice over a period of 1 hour, then, the mixture was stirred at 0 to 10° C. for 3 hours. After completion of the reaction, the temperature thereof was raised to room temperature, the deposited solid was isolated by filtration, and washed with 50 ml of methanol. The resultant solid was dried under reduced pressure at 40° C., to obtain 12.63 g of (2Z)-4-[(4-aminophenyl)amino]-4-oxo-2-butenoic acid methanol solvate as a pale yellow powder. Yield: 86.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365497B2
Source datasetuspto-grants-2016_06
ORD IDord-18d5b255515c4296a3e2d6cb166d417f
Source noteuspto-grants-2016_06