Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Phosphorus oxide (P4O10) | HCID 14812 | — |
| Reactant | Methyl 4-amino-3-methylbenzoate | HCID 2736799 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67775530 | HCID 67775530 | 42.9% |
Reaction Steps
A mixture of phosphorus pentoxide (37 g) and phosphoric acid (46 g) was heated under stirring in an oil bath at 140° C., and methyl 4-amino-3-methylbenzoate (3.0 g) and ethyl acetoacetate (2.8 g) were added thereto, followed by heating under stirring for an additional 2 hours. The reaction mixture was cooled to 60° C., poured into water, and neutralized with a 29% aqueous ammonia solution, and the precipitate was collected by filtration to obtain methyl 2,8-dimethyl-4-oxo-1,4-dihydroquinoline-6-carboxylate (1.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853242B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-35d0cfa5957d41579cd566f3ad6da135 |
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| Source note | uspto-grants-2014_10 |
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