HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → 2'-chloro-5'-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4'-fluoroacetanilide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one | HCID 3723862 | — |
| Reactant | 5'-Amino-2'-chloro-4'-fluoroacetanilide | HCID 18365935 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2'-chloro-5'-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4'-fluoroacetanilide | HCID 18365888 | 78.1% |
Reaction Steps
A mixture of 5′ -amino-2′-chloro-4′-fluoroacetanilide (1.0 g, 4.9 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (1.0 g, 4.9 mmol) in acetic acid is refluxed for 90 minutes and diluted with water. The resultant aqueous mixture is filtered to obtain the title product as an off-white solid (1.4 g, mp 264-266° C.) which is identified by 1H, 13C and 9F NMR spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06303783B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-d40e96837be84ca38d8fe0b1526a4302 |
| Source note | uspto-grants-2001_10 |