HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Butyn-1-ol → HCID 11608367, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Butyn-1-ol | HCID 12991 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 69025582 | HCID 69025582 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 11608367 | HCID 11608367 | 41.2% |
Reaction Steps
200 mg of 3-methylsulfonyl-5-cyclohexyl-1,2,4-thiadiazole and 63 mg of 2-butyn-1-ol were dissolved in 2 g of N,N-dimethylformamide, 39 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 30 minutes under ice-cooling and for 1 hour at room temperature. Then, the reaction mixture was added to saturated brine, and extracted with t-butyl methyl ether. The organic layer was concentrated under reduced pressure, and the residue obtained was subjected to silica gel column chromatography to give 79 mg of 5-cyclohexyl-3-(2-butynyloxy)-1,2,4-thiadiazole (hereinafter referred to as the present invention compound (1)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07301032B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-0fc9c985a85842958f7215d271771f34 |
| Source note | uspto-grants-2007_11 |