HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 71235044, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester | HCID 80008 | — |
| Reactant | (3-Chloro-4-methoxyphenyl)methanol | HCID 4312004 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71235044 | HCID 71235044 | 12% |
Reaction Steps
3-Chloro-4-methoxybenzyl alcohol (20 g, 116 mmol) was dissolved in 200 mL of DMF, NaH (7.0 g, 174 mmol) was added under ice-water-bath. After 1 h of reaction, ethyl 4-chloro-2-(methylmercapto)pyrimidine-5-carboxylate (27 g, 116 mmol) was added in portions for continuing the reaction for 3 h. 300 mL of water was added, extraction was performed with ethyl acetate, the organic layer was dried, concentrated and separated with silica gel column (petroleum ether: ethyl acetate=10:1) to obtain ethyl 4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)pyrimidine-5-carboxylate as white solid (5.0 g, 12%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980904B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-1e22d2bec8424f4c83a99c39f708b763 |
| Source note | uspto-grants-2015_03 |