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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061470Generated: November 1, 2026

1,4-Dioxane → 1-Bromo-5-chloro-3-fluoro-2-isocyanatobenzene

https://huagongshe.com/reaction/2061470

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantTriphosgeneHCID 94429—
Reactant2-Bromo-4-chloro-6-fluoroanilineHCID 2736222—
SolventMethanolHCID 887—
Product1-Bromo-5-chloro-3-fluoro-2-isocyanatobenzeneHCID 86618941—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Bromo-4-chloro-6-fluoroaniline (5 mmol, 1.125 g), bis(trichloromethyl) carbonate (1.7 mmol, 0.50 g) and 1,4-dioxane (10 ml) were mixed together and the mixture was heated to 100° C. for 15 minutes; the mixture was then cooled to room temperature and it was filtered. The filtrate was concentrated to afford a mixture of products (2.2 g) containing the title compound, M++MeO=283 (LC-MS run in methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283364B2
Source datasetuspto-grants-2012_10
ORD IDord-260a82b4583142db8ad40dc55e3ce1fe
Source noteuspto-grants-2012_10