HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234896Generated: October 30, 2026
Water → methyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate
https://huagongshe.com/reaction/234896
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl 3-amino-4-hydroxybenzoate | HCID 10815 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloropropionyl chloride | HCID 111019 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | methyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate | HCID 10656590 | 71% |
Reaction Steps
To a solution of 2-amino-4-methoxycarbonylphenol [Acta Chimica Academiae Scientiarum Hungaricae, 99(1), 49-50 (1979)] (5.0 g) in dimethylformamide (30 ml) were added potassium carbonate (8.3 g) and 2-chloropropionyl chloride (4.0 g) and the mixture was stirred at 50° C. for 2 hours. Water was added to the reaction solution and extraction with ethyl acetate was conducted. The extraction was concentrated and hexane was added thereto to give precipitates, which were taken by filtration and dried to give 6-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (4.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05597820 |
|---|
| Source dataset | uspto-grants-1997_01 |
|---|
| ORD ID | ord-834a2a3c29424ed6bb03e48c07199506 |
|---|
| Source note | uspto-grants-1997_01 |
|---|