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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299013Generated: October 30, 2026

Ammonium Chloride → 2,4-dibromo-N-(4-(tert-butoxycarbonylamino)phenyl)-butyramide

https://huagongshe.com/reaction/2299013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyl (4-aminophenyl)carbamateHCID 688611—
Reactant2,4-dibromobutanoyl BromideHCID 11289826—
SolventDichloromethaneHCID 6344—
Product2,4-dibromo-N-(4-(tert-butoxycarbonylamino)phenyl)-butyramideHCID 1837946580.3%

Reaction Steps

To the derivative 2,4-dibromobutyryl bromide (3.1 g) in dry dichloromethane (60 ml) pyridine (3.2 ml was added, the mixture was kept at 0° C. under a nitrogen atmosphere for 10 minutes and then the N-t-butoxy carbonyl-1,4 phenylene diamine (2.08 g) was dropped. After 1 hour the mixture was poured into a saturated solution of NH4Cl (200 ml) extracted with EA (3×150 ml) and the organic phase washed with brine (200 ml), dried and concentrated in vacuum, the crude was purified by flash chromatography (eluting with CH/EA 80:20) to give of the title compound as a yellow foam (3.5 g ). T.I.c. CH/EA 8:2, Rf=0.53.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495566B2
Source datasetuspto-grants-2002_12
ORD IDord-6d9ee3a931c64a5c9a19d0837331b76d
Source noteuspto-grants-2002_12