HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-(4-Chloro-3-hydroxyamino-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-(4-Chloro-2-methyl-3-nitrobenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil | HCID 23289177 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(4-Chloro-3-hydroxyamino-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil | HCID 23289184 | 54% |
Reaction Steps
5 ml of acetic acid, 200 ml of ethyl acetate and 100 ml of water were added to 2.3 g (5.7 mmol) of 3-(4-chloro-2-methyl-3-nitrobenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil and 1.6 g (28 mmol) of iron powder, followed by stirring for 2 hours under heating and refluxing. After completion of the reaction, insoluble matters were filtered off. The organic layer was washed sequentially with water and a sodium chloride aqueous solution and then, dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then, the obtained residue was purified by silica gel column chromatography to obtain 1.2 g (yield: 54%) of the desired product as pale yellow crystals. Melting point: 134-136° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06130187 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-1dee67ba238445768955cd7903a44206 |
| Source note | uspto-grants-2000_10 |