HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58792115, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 69220520 | HCID 69220520 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58792115 | HCID 58792115 | 95.8% |
Reaction Steps
In 3 ml of N,N-dimethylformamide were dissolved 373 mg of 3-methylsulfonyl-5-(3,5-dimethylpiperidino)-1,2,4-thiadiazole and 84 mg of 2-propyn-1-ol, and 71 mg of sodium hydride (oil suspension; content: 60 weight %) was added under ice-cooling. The mixture was stirred for 15 minutes and at room temperature for 1.5 hour. The reaction mixture was poured to water, and extracted with tert-butyl methyl ether. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 326 mg of 3-(2-propynyloxy)-5-(3,5-dimethylpiperidino)-1,2,4-thiadiazole (hereinafter, referred to as the present compound (20)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07371746B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-d43819076bc34e2faa535b213aa3afa1 |
| Source note | uspto-grants-2008_05 |