Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 2-methylacetoacetate | HCID 701 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Nitrate | HCID 24268 | — |
| Reactant | 4-Fluoro-2-nitroaniline | HCID 67769 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 72321882 | HCID 72321882 | 46% |
Reaction Steps
4-Fluoro-2-nitroaniline (10 g, 64 mmol) was dissolved in 6N hydrochloric acid (64 ml, 0.27 mol), sodium nitrate (4.4 g, 64 mmol) dissolved in water (50 ml) was slowly added in drops thereto at 0° C., and the mixture was stirred for 30 min at 0° C.˜room temperature. Simultaneously, ethyl 2-methylacetoacetate (9.2 ml, 64 mmol) and sodium hydroxide (19 g, 0.34 mol) were dissolved in 80% aqueous ethanol solution (95 ml), and stirred for 10 min at 0° C. The two solutions thus prepared were mixed, and stirred for 8 h at 0° C.˜room temperature. Water was added to the reaction solution, and the insoluble solid was collected. The solid was washed with water, and dried to give the title compound (7.9 g, Yield 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08309586B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-548d161ad63d41d7a20840bbcb1d6eb9 |
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| Source note | uspto-grants-2012_11 |
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