Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Hydrazine, dihydrochloride | HCID 17548 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 117889046 | HCID 117889046 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178484632 | HCID 178484632 | 66% |
Reaction Steps
To 2.70 g of N,N-dimethyl-2-[4-[(1E,6E)-7-[4-(2-morpholinoethoxy)phenyl]-3,5-dioxo-hepta-1,6-dienyl]phenoxy]acetamide were added 2.80 g of hydrazine dihydrochloride and 54 mL of methanol, and the mixture was stirred at 40° C. overnight. The reaction mixture was allowed to stand to cool, and poured into 200 mL of a saturated aqueous NaHCO3 solution. To this, 600 mL of AcOEt was added, and the organic layer was separated. The obtained organic layer was washed with saturated brine, dried over Na2SO4, and concentrated. The residue was purified by silica gel column chromatography (CHCl3/methanol system) to give 1.76 g of the title compound (66% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321752B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-cb001363f10641adbf9801827d44d198 |
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| Source note | uspto-grants-2016_04 |
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