HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Glycolate → HCID 22102969, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Glycolate | HCID 12184 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Methylthio-4-chloro-5-nitro-6-(3-dimethylaminocarbonylphenoxy)pyrimidine | HCID 22102686 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22102969 | HCID 22102969 | 48% |
Reaction Steps
To sodium hydride (0.63 g, 15.72 mmol) in 30 mL tetrahydrofuran at 0° C. was added ethyl glycolate (1.15 mL, 12.09 mmol) over 10 minutes. The resulting alkoxide was then added to 2-methylthio-4-chloro-5-nitro-6-(3-dimethylaminocarbonylphenoxy)pyrimidine, a compound of formula (C), (4.46 g., 12.09 mmol), dropwise at 0° C. over 5 minutes. After 1 hours, the reaction mixture was warmed to ambient temperature and stirred for an additional 2 hours. The volatiles were evaporated to yield 2.55 g (48% yield) of 2-methylthio-4-(ethoxycarbonyl)methoxy-5-nitro-6-(3-dimethylaminocarbonylphenoxy)pyrimidine, a compound of formula (Q), as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05846970 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-79744269e1604264908d9135dc595548 |
| Source note | uspto-grants-1998_12 |