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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070878Generated: November 1, 2026

Hydroxyamine hydrochloride → 6-Bromo-3-methyl-1,2-benzoxazole

https://huagongshe.com/reaction/2070878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium AcetateHCID 517045—
Reactant1-(4-Bromo-2-hydroxyphenyl)ethan-1-oneHCID 10727403—
ReactantHCID 136326591HCID 136326591—
SolventWaterHCID 962—
Product6-Bromo-3-methyl-1,2-benzoxazoleHCID 1241132263.4%

Reaction Steps

(E)-1-(4-Bromo-2-hydroxyphenyl)ethanone oxime. To a solution of 1-(4-bromo-2-hydroxyphenyl)ethanone (2.8 g, 13.02 mmol) and water (10 mL) was added sodium acetate (1.602 g, 19.53 mmol) and hydroxylamine hydrochloride (1.176 g, 16.93 mmol). The mixture was allowed to stir at ambient temperature for 16 h. The solution was condensed under reduced pressure and diluted with water and sonicated. The resultant solid was filtered and dried under vacuum oven conditions to afford the title compound (1.90 g, 8.26 mmol, 63.4% yield). MS (ESI) m/z 230.3 [M]+, 232.4 [M+2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299056B2
Source datasetuspto-grants-2012_10
ORD IDord-c8e14aa0ea3441628c8d7ed83df4f661
Source noteuspto-grants-2012_10