HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 5-(2-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 | 2-Pyrimidinemethanol | HCID 2763024 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(2-Pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazole | HCID 12151391 | 63.7% |
Reaction Steps
Into 3.6 g of N,N-dimethylformamide were dissolved 304 mg of 5-chloro-3-methylthio-1,2,4-thiadiazole and 200 mg of 2-pyrimidylmethyl alcohol, 87 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 15 minutes. After stirring for 1.5 hour 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 278 mg of 5-(2-pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (36)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273879B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-5ccab987ef8f4b57a70450fef65d22b5 |
| Source note | uspto-grants-2007_09 |