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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068645Generated: October 25, 2026

Urea → Methyl 5-(2-amino-1,3-oxazol-5-yl)thiophene-3-carboxylate

https://huagongshe.com/reaction/2068645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant5-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl esterHCID 53904546—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-(2-amino-1,3-oxazol-5-yl)thiophene-3-carboxylateHCID 58110273100.9%

Reaction Conditions

Temperature140 °C

Reaction Steps

5-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl ester (0.261 g, 0.99 mmol) was dissolved in DMF (4 mL) and urea (0.131 g, 2.18 mmol) was added. The vessel was purged with nitrogen then sealed and heated by microwave irradiation at 140° C. for 10 minutes. The resultant mixture was diluted with water and extracted with ethyl acetate (×3). The organic phase was washed with lithium chloride (15% aqueous solution) then dried over sodium sulfate, filtered and evaporated to give crude 5-(2-amino-oxazol-5-yl)-thiophene-3-carboxylic acid methyl ester as an orange-brown solid (0.224 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299063B2
Source datasetuspto-grants-2012_10
ORD IDord-2d31f7501b4b473384e03f1a0e65ddf3
Source noteuspto-grants-2012_10