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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508889Generated: October 31, 2026

Urea → HCID 55263325, compound

https://huagongshe.com/reaction/1508889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantMethyl 3-bromo-4-oxobutanoateHCID 13948279—
SolventDimethylformamideHCID 6228—
ProductHCID 55263325HCID 5526332518%

Reaction Conditions

Temperature110 °C

Reaction Steps

A 250-mL round bottom flask was charged with methyl 3-bromo-4-oxobutanoate (5.00 g, 25.6 mmol) and urea (2.08 g, 34.6 mmol) in DMF (15 mL) and heated to 110° C. for 30 minutes. After this time, the mixture was cooled to room temperature and concentrated under reduced pressure. The residue was absorbed onto silica and purified by chromatography on silica using dichloromethane/(89:9:1 dichloromethane/methane/conc. NH4OH) (10:0 to 0:10) as eluent, to afford the title compound (0.72 g, 18%) as a red oil. MW=156.14. 1H NMR (DMSO-d6, 300 MHz) δ 9.54 (s, 1H), 6.48 (s, 2H), 6.45 (s, 1H), 3.64 (s, 2H), 3.62 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221843B2
Source datasetuspto-grants-2015_12
ORD IDord-20ade2cbdd074c969623690b928ddd77
Source noteuspto-grants-2015_12