HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22236063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-Methylisothiazol-5-amine | HCID 32307 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22236063 | HCID 22236063 | 39.9% |
Reaction Steps
To a solution of 3-methylisothiazol-5-amine (1.00 g, 6.64 mmol) and pyridine (1.30 ml, 7.97 mmol) in tetrahydrofuran (22 ml) was added 2,2,2-trichloroethyl chloroformate (1.10 ml, 7.97 mmol) with ice-cooling and the mixture was stirred at room temperature for 3 hours. Water was poured into the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain the desired product (767 mg, 39.9%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-8b0c040df5f84262a1a7bf87b78c67a7 |
| Source note | uspto-grants-2010_12 |