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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776144Generated: October 25, 2026

Water → HCID 60207723, compound

https://huagongshe.com/reaction/1776144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzane;hydrateHCID 12896473—
Reactant(E)-6-(2-(tert-butoxycarbonylamino)phenylamino)-6-oxohex-3-enyl methanesulfonateHCID 60207708—
SolventDimethylformamideHCID 6228—
ProductHCID 60207723HCID 6020772388%

Reaction Steps

To a solution of (E)-6-(2-(tert-butoxycarbonylamino)phenylamino)-6-oxohex-3-enyl methanesulfonate (358 mg, 0.9 mmol) in DMF (5 mL) was added NH3.H2O (20 mL) at 0° C. and stirred at the same temperature for 0.5 hour, then the reaction mixture was stirred at room temperature for 12 hr, then water (100 mL) was added, the mixture was extracted with DCM (3×50 mL), the combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give the desired compound of (E)-tert-butyl 2-(6-aminohex-3-enamido)phenylcarbamate (100 mg, 88%) as a white solid after purification by column chromatography (eluent: DCM:MeOH=50:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265734B2
Source datasetuspto-grants-2016_02
ORD IDord-306f9e4f9e34438fadb47b59b203c74d
Source noteuspto-grants-2016_02