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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102298Generated: October 30, 2026

Diethyl Ether → N'-[(3-chlorobenzoyl)oxy]-2-hydroxypropanimidamide

https://huagongshe.com/reaction/2102298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBenzoyl chloride, 3-chloro-HCID 69252—
ReactantN',2-dihydroxypropanimidamideHCID 5063567—
SolventTetrahydrofuranHCID 8028—
ProductN'-[(3-chlorobenzoyl)oxy]-2-hydroxypropanimidamideHCID 76579670—

Reaction Steps

6.45 g crude N′,2-dihydroxypropanimidamide was cooled on an ice-bath with 23.5 mL DEA in THF (200 mL). To this slurry 21.94 g 3-chlorobenzoyl chloride was added. The mixture was warmed to r.t. and stirred for 2 h. Addition of Et2O (200 mL), washing with sat. aq. NH4Cl and re-extraction of the aq. layer gave after combining and concentration of the org. layers followed by drying in vacuo 27.24 g of crude title compound, which was directly used in the next step. LC-MS (M++1): 243.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576077B2
Source datasetuspto-grants-2009_08
ORD IDord-7266d1236a3d442db599bed65fa89002
Source noteuspto-grants-2009_08