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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270085Generated: October 25, 2026

Acetonitrile → 2-Methyl-1,3-benzoxazol-6-ol

https://huagongshe.com/reaction/270085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2,4-Dihydroxyphenyl)ethanone oximeHCID 135400493—
SolventDimethylacetamideHCID 31374—
Product2-Methyl-1,3-benzoxazol-6-olHCID 67650473%

Reaction Steps

To a cooled (5° C.) solution of (1Z)-1-(2,4-dihydroxyphenyl)ethanone oxime (9.7 g, 57.7 mmol) in acetonitrile (65 mL) and dimethylacetamide (11 mL) was added phosphorus oxychloride (5.6 mL, 60.3 mmol) drop wise. The temperature was not allowed to exceed 10° C. during the addition. After 1 hrs stirring at room temperature the yellow slurry was poured on a mixture of sodium hydrogen carbonate and ice. The resulting precipitate was filtered off and dried yielding 6.3 g (73%) the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-e54980c59e814b719131e7402bc7f22d
Source noteuspto-grants-2008_11