HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1638877Generated: October 26, 2026
Hydrochloric Acid → 3-Bromoacetyloxymethyl-5,5-diphenyl-2,4-imidazolidinedione
https://huagongshe.com/reaction/1638877
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Bromoacetyl chloride | HCID 89602 | — |
| Reactant | 3-(Hydroxymethyl)phenytoin | HCID 161366 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 3-Bromoacetyloxymethyl-5,5-diphenyl-2,4-imidazolidinedione | HCID 14750698 | — |
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: ##STR1536##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04880921 |
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| Source dataset | uspto-grants-1989_11 |
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| ORD ID | ord-fe179d08790c44149addaf263d6ad7c9 |
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| Source note | uspto-grants-1989_11 |
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