HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Naphthoyl chloride → 3-[4-chloro-6-fluoro-3-hydroxy-2-(2-naphthoylamino)phenyl]-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Naphthoyl chloride | HCID 75246 | — |
| Reactant | 1-methyl-6-trifluoromethyl-3-(6-amino4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedione | HCID 12056912 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-[4-chloro-6-fluoro-3-hydroxy-2-(2-naphthoylamino)phenyl]-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione | HCID 57152878 | 84.4% |
Reaction Steps
3-(2-Amino-4-chloro-6-fluoro-3-hydroxyphenyl)-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione (0.50 g, 1.4 mmol) and 2-naphthoyl chloride (0.27 g, 1.4 mmol) were dissolved in 1,4-dioxane (10 ml) and the solution heated under reflux for 4 hr. Solvent was evaporated under reduced pressure and the product purified by column chromatography on silica gel (eluent, hexane-ethyl acetate, 8:2) to furnish the title compound (0.60 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06545161B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-6d011ea24fd2446e856a5aa58556c61c |
| Source note | uspto-grants-2003_04 |