HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxylamine → 2-[(biphenyl-4-ylcarbonyl)(methyl)amino]-N-hydroxy-N'-methylpropanediamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-{[1-Methoxy-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamoyl}biphenyl | HCID 71268215 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[(biphenyl-4-ylcarbonyl)(methyl)amino]-N-hydroxy-N'-methylpropanediamide | HCID 86679253 | 59% |
Reaction Steps
A 50% aqueous solution (0.20 mL) of hydroxylamine was added to a THF (0.25 mL)-ethanol (0.20 mL) solution of 4-{[1-methoxy-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamoyl}biphenyl (30 mg) as obtained in Example 1-(1), and the mixture was stirred for 4 hours at room temperature. The solvents were distilled off under reduced pressure, and the resulting residue was purified by preparative silica gel thin-layer chromatography (chloroform/methanol=8/1). Upon addition of IPE, the precipitated solid was separated by filtration, and dried to obtain 2-[(biphenyl-4-ylcarbonyl)(methyl)amino]-N-hydroxy-N′-methylpropanediamide (Compound 1, light yellow solid) (17 mg, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073821B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-27a5a982e8d843249e00698e42658e0c |
| Source note | uspto-grants-2015_07 |