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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726842Generated: October 26, 2026

Hydrochloric Acid → 4-Bromo-2-fluoro-1-(isocyanatomethyl)benzene

https://huagongshe.com/reaction/726842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhosgeneHCID 6371—
Reactant(4-Bromo-2-fluorophenyl)methanamineHCID 3770848—
Reactant4-Bromo-2-fluorobenzylamine hydrochlorideHCID 18468197—
SolventTolueneHCID 1140—
Product4-Bromo-2-fluoro-1-(isocyanatomethyl)benzeneHCID 1581740192.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 4-bromo-2-fluorobenzylamine (20.4 g, 0.10 mol) in toluene (300 ml) is saturated with gaseous hydrochloric acid at 25° C. The resulting suspension of the 4-bromo-2-fluorobenzylamine hydrochloride is heated at 100° C. Phosgene is passed in at this temperature. Stirring of the solution, which has eventually become clear, is continued at 100° C. for 1 hour, and the mixture is then refluxed to remove the gases phosgene and hydrogen chloride. The batch is worked up by distillation. 21.2 g of 4-bromo-2-fluorobenzyl isocyanate (boiling point 109° C. at 4 mbar) are obtained. Yield: 92.1% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05710319
Source datasetuspto-grants-1998_01
ORD IDord-f9950dc95a94410486aae253107a9552
Source noteuspto-grants-1998_01