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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610802Generated: October 23, 2026

Water → benzyl N-[4-(2-azidoethyl)piperidine-1-carboximidoyl]carbamate

https://huagongshe.com/en/reaction/1610802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant2-[1-(N-phenylmethoxycarbonylcarbamimidoyl)piperidin-4-yl]ethyl methanesulfonateHCID 140379084—
SolventDimethylformamideHCID 6228—
Productbenzyl N-[4-(2-azidoethyl)piperidine-1-carboximidoyl]carbamateHCID 140379074—

Reaction Conditions

Temperature100 °C

Reaction Steps

In 100 ml of dimethylformamide was dissolved 4.4 g (0.0115 mol) of crude 1-benzyloxycarbonylamidino-4-mesyloxyethyl piperidine and 4.5 g (0.069 Mol) of sodium azide was added. The mixture was heated at 100° C. for 2.5 h. It was then poured into water and extracted with ethyl acetate three times. The combined organic phase was washed with water, dried (Na2SO4) and evaporated. The residue was flash chromatographed on silica gel using ethyl acetate/heptane 1/1 as eluent. Yield: 3.0 g (79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06984627B1
Source datasetuspto-grants-2006_01
ORD IDord-a73614eb32cd4e089303c1e43a2034d0
Source noteuspto-grants-2006_01