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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1624220Generated: October 26, 2026

Azobisisobutyronitrile → Ethyl 4-(bromomethyl)-2-methyl-1,3-oxazole-5-carboxylate

https://huagongshe.com/reaction/1624220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantEthyl 2,4-dimethyl-1,3-oxazole-5-carboxylateHCID 315151—
SolventCarbon TetrachlorideHCID 5943—
ProductEthyl 4-(bromomethyl)-2-methyl-1,3-oxazole-5-carboxylateHCID 68242430—

Reaction Conditions

Temperature80 °C

Reaction Steps

10 mmol of ethyl 2,4-dimethyl-1,3-oxazole-5-carboxylate was dissolved in 30 ml of carbon tetrachloride, then 11 mmol of N-bromosuccinimide was gradually added with keeping the temperature at 20 to 30° C. After the end of the adding, 0.5 mmol of azobisiso butyronitrile was gradually added. Then stirring was continued for 30 minutes at a room temperature. The temperature was heated up to 80° C. to carry out the reaction for 3 hours. The reacted liquid was cooled down to a room temperature. A precipitated solid matter was eliminated by filtration. The filtrate was washed with 30 ml of water and the organic phase was separated and extracted and dried under sodium sulfate. Then the solvent was evaporated out, obtaining ethyl 4-(bromo methyl)-2-methyl-1,3-oxazole-5-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779086B2
Source datasetuspto-grants-2014_07
ORD IDord-4e26ba1db84a4a4baef0442674750818
Source noteuspto-grants-2014_07