HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[2-(Methylsulfanyl)pyrimidin-4-yl]-1-phenylethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl Benzoate | HCID 7150 | — |
| Reactant | 4-Methyl-2-(methylsulfanyl)pyrimidine | HCID 821261 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[2-(Methylsulfanyl)pyrimidin-4-yl]-1-phenylethan-1-one | HCID 12985829 | — |
Reaction Steps
A mixture of 4-methyl-2-methylthio-pyrimidine (30 g, 0.21 mol) and methyl benzoate (30 g, 0.21 mol) is added to a solution of potassium tert-butoxide (54 g, 0.48 mol) in tetrahydrofuran (350 ml) with cooling in such a way that the reaction temperature does not exceed +20° C. After stirring the mixture for additional 20 minutes the solution is poured onto crushed ice. The resulting solution is acidified with concentrated hydrochloric acid and extracted with ethyl acetate. Drying of the organic phase, filtering and evaporation of the solvent under reduced pressure gives the 2-(2-methylthio-pyrimidin-4-yl)-1-phenyl-ethanone in form of a mixture of tautomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07105517B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-acc419ad46d04b88b168267eb6664310 |
| Source note | uspto-grants-2006_09 |