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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286454Generated: October 25, 2026

Aniline → 2,4-Dioxo-1-phenyl-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

https://huagongshe.com/reaction/2286454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant4-BromoanilineHCID 7807—
Reactantethyl N-(2-cyano-3-ethoxyacryloyl)carbamateHCID 230015—
Product2,4-Dioxo-1-phenyl-1,2,3,4-tetrahydropyrimidine-5-carbonitrileHCID 235105—
Product5-Cyano-1-(4-bromophenyl)uracilHCID 13014496—

Reaction Steps

Following procedures hereinabove, each of aniline and 4-bromoaniline is reacted with α-cyano-β-ethoxy-N-ethoxycarbonylacrylamide and cyclized to yield 5-cyano-1-phenyluracil, m.p. 290°, and 5-cyano-1-(4-bromophenyl)uracil, m.p. 257°-260°. The foregoing two compounds have been reported by Atkinson et al., J. Chem. Soc. 4118-4123 (1956) and Senda et al., Chem Pharm. Bull. 22(1), 189-195 (1974), respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04266056
Source datasetuspto-grants-1981_05
ORD IDord-e3014f88f4724b5bbc1486ecaa6cff61
Source noteuspto-grants-1981_05