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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846462Generated: November 3, 2026

1,1'-Carbonyldiimidazole → 4-Methyl-3H-benzooxazol-2-one

https://huagongshe.com/reaction/1846462

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-m-cresolHCID 3014138—
SolventDichloromethaneHCID 6344—
Product4-Methyl-3H-benzooxazol-2-oneHCID 12709336—

Reaction Steps

50.0 g (0.39 mol) 2-amino-m-cresol and 0.21 L (1.23 mol) DIPEA in 400 mL dichloromethane were cooled to 0° C. A mixture of 76.0 g (0.45 mol) CDI in 1.2 L dichloromethane was added dropwise and stirred overnight at RT. The reaction mixture was washed with a 1M KHSO4 solution and water. The organic phase was separated off and evaporated down i.vac. The residue was combined with boiling ethyl acetate and while the mixture cooled PE was added dropwise. The precipitate formed was suction filtered, washed with PE and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-9de03ec7730b404ea84627a7b5275141
Source noteuspto-grants-2015_02