HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Ethyl (2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Heptane | HCID 8900 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 6-amino-2,2,7-trifluoro-4-(prop-2-ynyl)-2H-benzo[b][1,4]oxazin-3(4H)-one | HCID 86669537 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl (2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-carbamate | HCID 87293554 | 40.6% |
Reaction Steps
A mixture of 6-amino-2,2,7-trifluoro-4-(prop-2-ynyl)-2Hbenzo[b][1,4]oxazin-3(4H)-one (2.0 g, 7.8 mmol) and ethyl chloroformate (1.14 g, 10.5 mmol) in dry toluene was heated to reflux for 2 hours. The mixture was evaporated to dryness to obtain a brown solid. Column chromatography (silica, EtOAc: heptane, 1:3) gave the product (1.04 g), which was used without further purification in the next step 1.8a.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481723B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-67bd012e7d60467aae6b1b2353a08e25 |
| Source note | uspto-grants-2013_07 |