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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020153Generated: October 30, 2026

Phthalic Anhydride → 1-Cyclohexyl-5-ethyl-5-phthalimidobarbituric acid

https://huagongshe.com/reaction/1020153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AnhydrideHCID 6811—
Reactant5-Azido-1-cyclohexyl-5-ethylbarbituric acidHCID 15424933—
Reactant5-Amino-1-cyclohexyl-5-ethylbarbituric acidHCID 15424936—
SolventAcetic AcidHCID 176—
Product1-Cyclohexyl-5-ethyl-5-phthalimidobarbituric acidHCID 1013455861.3%

Reaction Steps

A mixture of about 500 mg (about 2 mmol) of 5-amino-1-cyclohexyl-5-ethylbarbituric acid available from 5-azido-1-cyclohexyl-5-ethylbarbituric acid as described in Guetschow, M. et al., Synthesis, 1999, 410-414 (incorporated herein by reference) and about 300 mg (about 2 mmol) of phthalic anhydride and about 20 mL of glacial acetic acid was refluxed for about 5 hours. The mixture was cooled to room temperature and the precipitate was filtered off. The precipitate was next washed with H2O and dried to give about 470 mg of 1-cyclohexyl-5-ethyl-5-phthalimidobarbituric acid (a yield of about 61%). The 1-cyclohexyl-5-ethyl-5-phthalimidobarbituric acid had a melting point of about 248 to about 253° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716315B2
Source datasetuspto-grants-2014_05
ORD IDord-bdccf1e377dd46f8b5e517fe86bb3744
Source noteuspto-grants-2014_05