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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627916Generated: November 2, 2026

Acetic Acid → 1-(2-Bromo-5-methoxyphenylamino)-1,5-dioxohex-3-en-3-yl acetate

https://huagongshe.com/reaction/1627916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-Bromo-5-methoxyanilineHCID 793016—
Reactant2,6-dioxo-3,6-dihydro-2H-pyran-4-yl acetateHCID 12439072—
Product1-(2-Bromo-5-methoxyphenylamino)-1,5-dioxohex-3-en-3-yl acetateHCID 6660383771%

Reaction Conditions

Temperature35 °C

Reaction Steps

2-bromo-5-methoxyaniline (6 g; 29.7 mmol) was dissolved in acetic acid (33.7 ml) and 2,6-dioxo-3,6-dihydro-2H-pyran-4-yl acetate (4.59 g; 27.0 mmol) was added. The reaction was stirred at 35° C. in a sand bath for 2 h. The reaction was quenched by adding ice-water (250 ml), the precipitate formed was filtered, washed with water and dried over phosphorus pentoxide under reduced pressure to afford 8.98 g (71%) of 1-(2-bromo-5-methoxyphenylamino)-1,5-dioxohex-3-en-3-yl acetate as a grey solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785638B2
Source datasetuspto-grants-2014_07
ORD IDord-2045ba4f11674bc2805ccb5c759eba2a
Source noteuspto-grants-2014_07