HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Diethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (Diethoxyphosphoryl)methyl trifluoromethanesulfonate | HCID 11833487 | — |
| Reactant | 6-(3,5-Dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide | HCID 59534111 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Diethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163911B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-6b5cab20bbf840b58689520996118b3b |
| Source note | uspto-grants-2012_04 |