Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Methoxy-2H-3,1-benzoxazine-2,4(1H)-dione | HCID 10750295 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2-amino-6-methoxybenzoate | HCID 12318577 | 94% |
Reaction Steps
To a stirred solution of sodium hydroxide (0.06 g, 1.5 mM) in methanol (7 mL) under a nitrogen atmosphere was added 5-methoxy -2H-3,1-benzoxazine-2,4(1H)-dione (2.90 g, 15.0 mM). The reaction mixture was stirred at 65° C. for 14.5 hr, cooled to room temperature and poured into water. The resulting solution was extracted with ethyl acetate and the combined extracts were dried (Na2SO4), filtered and concentrated to provide the title compound (2.55 g, 94%) as a tan oil; MS(CI): 182 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05604227 |
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| Source dataset | uspto-grants-1997_02 |
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| ORD ID | ord-c36eca1014a9428fbbca1af2494bf2de |
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| Source note | uspto-grants-1997_02 |
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