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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698412Generated: October 30, 2026

Sodium Chloride → HCID 67276324, compound

https://huagongshe.com/reaction/1698412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantChlorosuccinimideHCID 31398—
Reactant4-bromo-2-tert-butylphenylamineHCID 11959000—
SolventDimethylformamideHCID 6228—
ProductHCID 67276324HCID 6727632498.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

6.4 g (48 mmol) of N-chlorosuccinimide are added to a solution of 10 g (44 mmol) of 4-bromo-2-tert-butylphenylamine (example 1a) in 150 ml of DMF. The medium is heated at 70° C. for 2 hours. It is then poured into a saturated aqueous solution of sodium chloride and extracted with ethyl acetate. The organic phases are combined and washed with water and then dried over sodium sulphate. The residue is chromatographed on silica gel (90/10 heptane/ethyl acetate). 11.4 g of 4-bromo-2-tert-butyl-6-chlorophenylamine are obtained in the form of an orange oil (yield=99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163952B2
Source datasetuspto-grants-2012_04
ORD IDord-9d00c41e144640ff8c9e2c3a52dc7fcc
Source noteuspto-grants-2012_04