HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2,2,2-Trichloroethyl (4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Reactant | 4-Bromo-1-methyl-1H-pyrazol-5-amine | HCID 600351 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2,2-Trichloroethyl (4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate | HCID 86625505 | 29% |
Reaction Steps
To a solution of 4-bromo-1-methyl-1H-pyrazol-5-amine (500 mg, 2.84 mmol) and pyridine (0.270 ml, 3.41 mmol) in tetrahydrofuran (9.5 ml) was added 2,2,2-trichloroethyl chloroformate (0.472 ml, 3.41 mmol) with ice-cooling, and the mixture was stirred at room temperature for 2 hours. Water was poured into the reaction solution, 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 give 289 mg (28.9%) of the desired product as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-6d8fcb077fd04a8898575d2a6ca54c10 |
| Source note | uspto-grants-2010_12 |