HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → 3-(4-chloro-2-fluoro-5-nitrophenyl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one | HCID 3723862 | — |
| Reactant | 4-Chloro-2-fluoro-5-nitroaniline | HCID 13753061 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3-(4-chloro-2-fluoro-5-nitrophenyl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione | HCID 18365905 | 81% |
Reaction Steps
A solution of 4-chloro-2-fluoro-5-nitroaniline (5.0 g, 26.3 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (5.73 g, 27.6 mmnol) in acetic acid is refluxed for 4 hours and poured onto ice. The resultant aqueous mixture is filtered to obtain a solid. The solid is washed with water and air-dried to give the title product as a beige solid (7.5 g, 81% yield, mp 230-232° C.) which is identified by 1H, 13C and 19F NMR spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06303783B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-13aecc7216074e85a2ede8a82650e594 |
| Source note | uspto-grants-2001_10 |