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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71908Generated: October 27, 2026

Urea → 3,7-Dibromodibenzo[b,d]furan

https://huagongshe.com/reaction/71908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant2-Methoxy-2'-amino-4,4'-dibromobiphenylHCID 9998420—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
SolventSulfuric AcidHCID 1118—
Product3,7-Dibromodibenzo[b,d]furanHCID 52635671.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 4,4′-Dibromo-2′-methoxy-biphenyl-2-ylamine (3.5 g, 9.8 mmol) in H2SO4 (2.4 g) and water (8.5 ml) at 0° C. was added slowly a solution of NaNO2 (682 mg, 9.8 mmol) in water (9 ml). The mixture was stirred at 0° C. for 2 hours. Urea (1.2 g, 20 mmol) was added and the mixture was stirred for 12 hours. The mixture was diluted with water and was heated at 70° C. for 24 hours. The mixture was cooled to 25° C. and was filtered. The collected solid was re-crystallized from benzene/methanol to give 3,7-dibromo-dibenzofuran (2.27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822430B2
Source datasetuspto-grants-2014_09
ORD IDord-250e64dd0c8a492d9bd4d806bc54a253
Source noteuspto-grants-2014_09