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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703711Generated: October 27, 2026

2-Bromopropanoyl chloride → 3-(2'-Bromopropionyl)oxymethyl-5,5-diphenyl-2,4-imidazolidinedione

https://huagongshe.com/reaction/703711

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromopropanoyl chlorideHCID 97980—
Reactant3-(Hydroxymethyl)phenytoinHCID 161366—
SolventDiethyl EtherHCID 3283—
Product3-(2'-Bromopropionyl)oxymethyl-5,5-diphenyl-2,4-imidazolidinedioneHCID 14750700—

Reaction Steps

5,5-Diphenyl-3-hydroxymethyl-2,4-imidazolidinedione (2 g, 0.0071 mol) was dissolved in 2-bromopropionyl chloride (8.5 g, 5 mL, 0.05 mol) by heating for 30 minutes on a 100°-110° C. oil bath. The reaction mixture was cooled, 20 mL of ethyl ether were added, and the resultant solution was extracted with aqueous potassium carbonate, dried and then crystallized. The product was obtained as a solid white substance (1 g, 34%), m.p. 112°-115° C. Anal. calc. for C19H17N2O4Br: C, 54.69; H, 4.11; N, 6.72; Br, 19.15. Found: C, 54.77; H, 4.15; N, 6.69; Br, 19.25. The product had the formula: ##STR76##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04983586
Source datasetuspto-grants-1991_01
ORD IDord-a874a3163bdf49d8be55fb2dc6d5e5c6
Source noteuspto-grants-1991_01