HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromopinacolone → 4-tert-Butyl-1,3-thiazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromopinacolone | HCID 21642 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-tert-Butyl-1,3-thiazol-2-amine | HCID 2734202 | 90.9% |
Reaction Steps
A mixture of 1-bromo-3,3-dimethyl-2-butanone (5.03 g, 28.1 mmol), thiourea (2.35 g, 30.9 mmol) and ethanol (30 mL) was refluxed for 1.5 hours. After cooling, the reaction mixture was poured into saturated aqueous sodium hydrogen carbonate and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=2:1→1:1) to give the title compound (3.99 g, 90.9%) as an yellowish white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700655B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-3d7bea7d48a640bfb80a12b122093523 |
| Source note | uspto-grants-2010_04 |