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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697269Generated: October 31, 2026

Ethyl Acetate → Diethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonate

https://huagongshe.com/reaction/1697269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant(Diethoxyphosphoryl)methyl trifluoromethanesulfonateHCID 11833487—
Reactant6-(3,5-Dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamideHCID 59534111—
SolventDimethylformamideHCID 6228—
ProductDiethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonateHCID 59534062—

Reaction Steps

A mixture of 200 mg 6-(3,5-dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide, 180 mg diethylphosphonomethyltriflate (prepared analogously to Tetrahedron Letters 1986, 27, 1477) and 100 mg potassium carbonate in 4 ml N,N-dimethylformamide is stirred for three hours at ambient temperature. Then it is combined with ethyl acetate, washed with water and saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (40:60 to 0:100) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163911B2
Source datasetuspto-grants-2012_04
ORD IDord-6b5cab20bbf840b58689520996118b3b
Source noteuspto-grants-2012_04