Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloral Hydrate | HCID 2707 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 67549986 | HCID 67549986 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 73867562 | HCID 73867562 | 91% |
Reaction Steps
To a solution of chloral hydrate (910 mg, 5.5 mmol) in 12 mL of water were added, in order: 13 g of anhydrous Na2SO4; a solution of 2,5-dimethyl-4-(2-morpholin-4-yl-ethoxy)-pheylamine hydrogen chloride (1.61 g, 5 mmol) in water (3 mL); and finally, a solution of hydroxylamine hydrochloride (1.12 g, 16 mmol) in 5 mL of water. The mixture was heated in an oil bath (130° C.) with stirring for 15 min, then cooled down to room temperature, diluted with water, neutralized to pH 7 with concentrate aq. NaHCO3, and extracted with EtOAc. The combined organic layer was was washed with water, dried (Na2SO4) and concentrated under reduced pressure to give N-[2,5-dimethyl-4-(2-morpholin-4-yl-ethoxy)-phenyl]-2-hydroxyimino-acetamide as yellow solid (1.45 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07037909B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-a8137e73d8c14ff6bf2d1cdd6adcff93 |
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| Source note | uspto-grants-2006_05 |
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