HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-Chloro-6-methylsulfanylpyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Amino-4,6-dichloropyrimidine | HCID 65522 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Chloro-6-methylsulfanylpyrimidin-2-amine | HCID 237626 | 84.9% |
Reaction Steps
To 4,6-dichloro-2-pyrimidinamine (1.0 g, 6.1 mmol) in EtOH (15 ml) was added sodium thiomethoxide (0.43 g, 6.10 mmol) and the reaction mixture was stirred for 1 hour at room temperature. The mixture was poured onto water and EtOAc. The organic layer was separated and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated to afford the crude title compound (910 mg) as a yellow solid. LC-MS (ES) m/z=176 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697685B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-62111cd67a7a44b896df858ff7190ae8 |
| Source note | uspto-grants-2014_04 |