HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → Methyl 3-[5-(3-methoxy-3-oxopropyl)-1,3-oxazol-2-yl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| Reactant | Methyl 3-{[(5-methoxy-2,5-dioxopentyl)amino]carbonyl}benzoate | HCID 21086156 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 3-[5-(3-methoxy-3-oxopropyl)-1,3-oxazol-2-yl]benzoate | HCID 21086154 | — |
Reaction Steps
Methyl 3-{[(5-methoxy-2,5-dioxopentyl)amino]carbonyl}benzoate (520 mg, 1.7 mmol) is dissolved in anhydrous tetrahydrofuran (4 mL), and (methoxycarbonylsulfamoyl)triethylammonium hydroxide, inner salt (810 mg, 3.4 mmol). The reaction is microwaved (100 W. 2 min) in a sealed vessel, cooled, filtered, and concentrated under reduced pressure. Purification by flash chromatography (silica gel, 40% ethyl acetate/hexanes) gives the title compound. ESI MS m/z 290.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176242B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-907bd4bbca564b108daa5d4bf0fa9f69 |
| Source note | uspto-grants-2007_02 |