HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 5-(5-Pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazole | HCID 570953 | — |
| Reactant | (Pyrimidin-5-yl)methanol | HCID 15466386 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(5-Pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazole | HCID 23032462 | 48.1% |
Reaction Steps
Into 4 g of N,N-dimethylformamide were dissolved 304 mg of 5-chloro-3-methylthio-1,2,4-thiadiazole and 200 mg of 5-pyrimidylmethyl alcohol, 97 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 30 minutes. After stirring for 5 hours at room temperature, the reaction mixture was added to saturated sodium chloride aqueous solution, and extracted with t-butyl methyl ether. The organic layer was concentrated, and the residue obtained was subjected to silica gel column chromatography to give 210 mg of 5-(5-pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (37)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273879B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-8bc17690d3274f30b06863909a02493a |
| Source note | uspto-grants-2007_09 |