HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 5-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | 6-Methylanthranilic acid | HCID 151210 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 10487522 | 56% |
Reaction Steps
Trichloromethyl carbonochloridate (2.04 mL, 16.9 mmol) was added to 2-amino-6-methylbenzoic acid (2.13 g, 14.1 mmol) in anhydrous dioxane (32 mL) under nitrogen, then refluxed for 30 minutes. Diethyl ether (100 mL) was added, and the precipitated solid was collected by filtration to give 5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (1.4 g, 56%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592592B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-e790009dc6ed4bb0be2a74d85539a80e |
| Source note | uspto-grants-2013_11 |