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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046091Generated: November 1, 2026

Sulfuric Acid → 2-Bromo-12H-chromeno[2,3-b]quinolin-12-one

https://huagongshe.com/reaction/2046091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant6-Bromo-4-oxo-2-(phenylamino)-4H-chromene-3-carbaldehydeHCID 86660620—
Product2-Bromo-12H-chromeno[2,3-b]quinolin-12-oneHCID 6661502677%

Reaction Steps

To the product of Step A (1 g; 2.92 mmol) concentrated H2SO4 (1 ml) was gently added with stirring. The mixture was kept in sealed vial for 24 h, at room temperature, than poured onto ice water and extracted with CH2Cl2 (50 ml). The organic layer was washed with NaHCO3 solution, H2O, dried over MgSO4 and filtered. The filtrate was distilled off and the residue was crystallized from CH3CN to give the title compound (0.73 g, 77%), as green yellow solid. 1H-NMR (CDCl3) 9.28 (s, 1H); 8.44 (d, 1H, J=2.1 Hz); 8.1-8.06 (m, 2H); 7.94-7.84 (m, 2H); 7.63 (t, 1H, J=7.88 Hz); 7.51 (d, 1H, J=8.83 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592399B2
Source datasetuspto-grants-2013_11
ORD IDord-1bdd102b1c54469d9c23811731fe6760
Source noteuspto-grants-2013_11