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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754970Generated: October 28, 2026

Water → 2-Bromo-5-isocyanato-1,3-dimethylbenzene

https://huagongshe.com/reaction/1754970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphosgeneHCID 94429—
Reactant4-Bromo-3,5-dimethylanilineHCID 12383117—
Solvent1,4-DioxaneHCID 31275—
Product2-Bromo-5-isocyanato-1,3-dimethylbenzeneHCID 86672765117.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

Triphosgene (2.23 g, 7.52 mmol) was added to a solution of 4-bromo-3,5-dimethyl-phenylamine (4.3 g, 21.49 mmol) in dioxane (71 ml). After stirring at 100° C. for 15 hours, water was added to the reaction solution. After extraction with ethyl acetate, the organic phase was sequentially washed with water and saturated brine and concentrated under reduced pressure to give 2-bromo-5-isocyanato-1,3-dimethylbenzene (2.0 g, 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169254B2
Source datasetuspto-grants-2015_10
ORD IDord-fb602089dde1444fa16869f3eea4d148
Source noteuspto-grants-2015_10