Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | HCID 68956743 | HCID 68956743 | — |
| Solvent | Propan-2-one--water (1/1) | HCID 18366337 | — |
| Product | HCID 57535844 | HCID 57535844 | 48% |
Reaction Steps
A solution of N-(4-methoxy-3-nitrophenyl)-3-(2,4,6-trimethoxyphenyl) -2-propenamide (example 5) (1.3mmol) in acetone/water (10:5) was heated to 50° C. After 30 min, sodium hydrosulfite (Na2S2O4) 26.3 mmol) was added slowly. The resulting mixture was heated at reflux (50° C.) for one hour. The mixture was then cooled to room temperature and water was added. The product was isolated by extraction with ethyl acetate. The organic layer washed with 10% aqueous NaHCO3 and then dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The crude product thereby obtained was recrystallized from 2-propanol to yield the title compound, melting point 92-94° C., in 48% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07482488B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-4253afa4cd814390b4ebc302e1125bca |
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| Source note | uspto-grants-2009_01 |
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