HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-(2-Aminothiazol-4-yl)-4-chlorophenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | 2-Bromo-5'-chloro-2'-hydroxyacetophenone | HCID 2756885 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(2-Aminothiazol-4-yl)-4-chlorophenol | HCID 4715420 | 69% |
Reaction Steps
A mixture of 2-bromo-1-(5-chloro-2-hydroxyphenyl)ethanone (156.9 mg, 0.63 mmol), thiourea (47.9 mg, 0.63 mmol) and ethanol (3 mL) was refluxed for 2 hours. After the reaction mixture was cooled to room temperature, it was poured into saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. After the ethyl acetate layer was washed with brine and dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:1) to give the title compound (98.6 mg, 64.5%) as a light yellowish white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700655B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-7d7ace59f7ba422c8b430a046831d9f9 |
| Source note | uspto-grants-2010_04 |