HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Epyrifenacil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | 3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-1H-pyridin-2-one | HCID 11654910 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | Epyrifenacil | HCID 12097345 | — |
Reaction Steps
Into a mixture of 1.0 g of 3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-1H-pyridin-2-one, 121 mg of tin tetrachloride and 40 ml of 1,2-dichloroethane, 0.4 ml of ethyl diazoacetate (purity: 90%) is dropped at room temperature over 2 hours. After dropping, the reaction mixture is further stirred for 2 hours, and subjected to silica gel column chromatography (eluent; hexane/ethyl acetate=2/1) to give 3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-2-(ethoxycarbonylmethoxy)pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07223862B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-ba6cec2863a94925ae282ef801b01f43 |
| Source note | uspto-grants-2007_05 |