HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-methyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(2,3-Dihydro-1,4-benzodioxin-6-yl)-5-methylimidazolidine-2,4-dione | HCID 3295133 | — |
| Reactant | 7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one | HCID 57963014 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-methyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dione | HCID 44187560 | 95% |
Reaction Steps
An N,N-dimethylformamide (2 mL) solution of 7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one (30 mg, 0.074 mmol) was added with potassium carbonate (20.4 mg, 0.148 mmol) and 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-methylimidazolidine-2,4-dione (27.4 mg, 0.111 mmol) and then stirred overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified using thin-layer silica-gel chromatography (hexane:ethyl acetate=5:2), and the title compound (40.2 mg, 95%) was obtained as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919509B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-5de2f72c0bd34b2682f13e413149d14f |
| Source note | uspto-grants-2011_04 |