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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966937Generated: October 30, 2026

Maleic Anhydride → 3-(4-Cyano-3-trifluoromethylphenylcarbamoyl)acrylic acid

https://huagongshe.com/reaction/966937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMaleic AnhydrideHCID 7923—
ReactantButyl AcetateHCID 31272—
Reactant4-Amino-2-(trifluoromethyl)benzonitrileHCID 522170—
SolventHeptaneHCID 8900—
Product3-(4-Cyano-3-trifluoromethylphenylcarbamoyl)acrylic acidHCID 68540538100.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

5-amino-2-cyanobenzotrifluoride (210.6 mmoles; 40.00 g) and butyl acetate (80 mL) were added to a 250 mL round bottom flask, followed by the addition of maleic anhydride (231.9 mmoles, 23.20 g). The resulting suspension was heated to 60° C. for 3.5 h. The reaction mixture was cooled to 25° C. and then heptane (160 mL) was added dropwise over a period of 25 minutes. The resulting suspension was filtered and washed with a mixture of 4:1, hepatane:butyl acetate (30 mL) and heptane (45 mL). The cake was dried in vacuo to give 60 g (95% yield) of compound 516A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953679B2
Source datasetuspto-grants-2005_10
ORD IDord-b3956c5490ac41dc80c1192e12a606f9
Source noteuspto-grants-2005_10