Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178464757 | HCID 178464757 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58170470 | HCID 58170470 | 56% |
Reaction Steps
A solution of (E)-3-bromo-N-(1-(dimethylamino)ethylidene)-4-methylbenzamide (preparation 57b, 0.20 g, 0.71 mmol) in dioxane (1.20 mL) was added dropwise to a stirred solution of hydroxylamine (0.06 g, 0.85 mmol) and sodium hydroxide (0.03 g, 0.85 mmol) in acetic acid (2.50 mL) and the mixture was stirred at 100° C. After 0.5 hours, the mixture was concentrated in vacuo, 4% aqueous sodium hydrogen carbonate solution was added to the residue and the mixture was extracted with ethyl acetate. The organic solution was dried (MgSO4) and the solvent removed in vacuo to give the title compound (0.10 g, 56%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772288B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-c4dfe995143245c5b77e9e8076c3f7e5 |
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| Source note | uspto-grants-2014_07 |
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