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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114359Generated: October 26, 2026

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

https://huagongshe.com/reaction/2114359

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 numberUS07432258B2
Source datasetuspto-grants-2008_10
ORD IDord-d613eff383984815bc3a2290857834ad
Source noteuspto-grants-2008_10