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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085192Generated: October 26, 2026

Hydrochloric Acid → 3-Bromoacetyloxymethyl-5,5-diphenyl-2,4-imidazolidinedione

https://huagongshe.com/reaction/1085192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBromoacetyl chlorideHCID 89602—
Reactant3-(Hydroxymethyl)phenytoinHCID 161366—
SolventDiethyl EtherHCID 3283—
Product3-Bromoacetyloxymethyl-5,5-diphenyl-2,4-imidazolidinedioneHCID 14750698—

Reaction Conditions

Temperature0 °C

Reaction Steps

5,5-Diphenyl-3-hydroxymethyl-2,4-imidazolidinedione (2 g, 0.0071 mol) was dissolved in bromoacetylchloride (15 g, 8 ml, 0.096 mol) by heating in an oil bath (70°-80° C. bath temperature) for about 15 minutes, until the formation of HCl ceased. The mixture was cooled and 30 ml of ethyl ether were added. White crystals formed. The mixture was cooled to 0° C., then the crystals were removed by filtration ad dried over P2O5. Yield: 2.15 g (75%), m.p. 179°-183° C. Anal. calc. for C18H15N2O4Br: C, 53.61; H, 3.75; N, 6.95; Br, 19.82. Found: C, 53.60; H, 3.79; N, 6.92; Br, 19.90. The product has the formula: ##STR1543##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05008257
Source datasetuspto-grants-1991_04
ORD IDord-80c06a971ffa499ea63bf2f1d9d73cd9
Source noteuspto-grants-1991_04