Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 4-(Morpholinosulfonyl)aniline | HCID 210794 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178468359 | HCID 178468359 | 86% |
Reaction Steps
4-(Morpholin-4-ylsulfonyl)aniline (300 mg, 1.24 mmol) was added to a solution of 3 mL of phosphoric acid (85%) and 2 mL of nitric acid (65%) at −6° C. When the mixture reached to room temperature it was cooled to −6° C. and solid sodium nitrite (85 mg, 1.24 mmol) was added during 10 min. Small pieces of ice (50 g) were added into the solution. The mixture was added at 0° C. to a suspension of corresponding 2,4-pentanedione (124 mg, 1.24 mmol) and potassium acetate (20 g) in ethanol (250 mL). The solution was stirred for 15 min, added to 250 mL of a saturated solution of Na2CO3, extracted with dichloromethane, washed with water and brine, dried over Na2SO4, and concentrated under reduced pressure to give 3-{[4-(morpholin-4-ylsulfonyl)phenyl]hydrazono}pentane-2,4-dione (375 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513251B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-89dc2c5ba3844a0c99c1f8ec9ef14e5f |
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| Source note | uspto-grants-2013_08 |
|---|