HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 8-Bromo-2-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-N-(3-bromo-2-hydroxyphenyl)propionamide | HCID 67267090 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Bromo-2-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one | HCID 67267324 | 60% |
Reaction Steps
A mixture of 2-bromo-N-(3-bromo-2-hydroxyphenyl)propionamide (4.70 g, 14.6 mmol) and potassium carbonate (2.01 g, 14.6 mmol) in N,N-dimethylformamide (100 ml) was stirred at room temperature for 15 h. The mixture was poured into water and extracted with ether. The extract was washed with brine, dried over magnesium sulfate and concentrated under vacuum. The residue was purified by column chromatography eluting with 20% ethyl acetate/n-hexane to afford 2.12 g (60%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897607B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-c2bdb171b3ff42af8683aa03ba3fbb2e |
| Source note | uspto-grants-2011_03 |