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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354355Generated: October 26, 2026

1,1'-Carbonyldiimidazole → 6-Methyl-5-(methyloxy)-1,3-benzoxazol-2(3H)-one

https://huagongshe.com/reaction/2354355

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-Amino-4-methoxy-5-methylphenolHCID 13076758—
SolventTetrahydrofuranHCID 8028—
Product6-Methyl-5-(methyloxy)-1,3-benzoxazol-2(3H)-oneHCID 5741866698.2%

Reaction Steps

To a solution of 2-amino-5-methyl-4-(methyloxy)phenol (1.54 g, 10 mmol) in THF (60 mL) was added carbodiimidazole (1.94 g, 12 mmol). The reaction mixture was stirred for 3 hours at room temperature, concentrated, diluted with EtOAc (100 mL), washed with 1N HCl, H2O, brine, and dried (Na2SO4). The solvent was removed via rotovap to give the title compound (1.76 g, 98%) as a white solid. MS (ES) m/e 180 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07749998B2
Source datasetuspto-grants-2010_07
ORD IDord-812da07e70064f6b93c9dead3abc0f84
Source noteuspto-grants-2010_07