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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 414245Generated: October 25, 2026

Hydrogen Bromide → 3-[4-[4-(4-Hydroxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione

https://huagongshe.com/reaction/414245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantDisodium disulfiteHCID 24346—
Reactant3-[4-[4-(4-Methoxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedioneHCID 21281909—
SolventWaterHCID 962—
Product3-[4-[4-(4-Hydroxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedioneHCID 1512555186%

Reaction Steps

A mixture of 25.6 parts of 3-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione, 3 parts of sodium disulfite and 375 parts of a hydrobromic acid solution 48% in water was stirred for 6 hours at reflux temperature. After cooling. the crystallized product was filtered off, washed with 2-propanone and suspended in a mixture of water, trichloromethane and 1-butanol. The whole was treated with potassium carbonate (pH 8~9). The separated organic layer was set aside and the aqueous phase was extracted twice with the same mixture. The combined extracts (see above) were evaporated in vacuo. The residue was crystallized from 1-butanol. The product was filtered off and dried, yielding 21.3 parts (86%) of 3-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione; mp. 225.9° C. (intermediate 21).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04791111
Source datasetuspto-grants-1988_12
ORD IDord-302aa818216140e9ac0ca3dd19cd0fbc
Source noteuspto-grants-1988_12