Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2-methylthiopyrimidine | HCID 97113 | — |
| Reactant | 3-Fluoro-4-nitrophenol | HCID 520948 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67523917 | HCID 67523917 | 32.5% |
Reaction Steps
173 mg (6.85 mmol) 95% sodium hydride was given to a solution of 979 mg (6.23 mmol) 3-fluoro-4-nitrophenol in 10 ml DMF. Stirring was continued for 30 min. at room temperature. 1.00 g (6.23 mmol) 4-chloro-2-methylsulfanyl-pyrimidine was added and the mixture heated to 80° C. for 16 h. The reaction mixture was evaporated, taken up with water and extracted with ethyl acetate. The organic phase was extracted with water, dried (sodium sulphate) and evaporated. The obtained material was dissolved in ethyl acetate and purified by chromatography over silica (ethyl acetate/n-heptane 1:2) to give 570 mg 4-(3-fluoro-4-nitro-phenoxy)-2-methylsulfanyl-pyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08080552B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-ec0974a2d91a470dae28eff07096141e |
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| Source note | uspto-grants-2011_12 |
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