HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-Ethyl-4-(4-nitrobenzyl)-1,3-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Propanethioamide | HCID 2760628 | — |
| Reactant | 2-Propanone, 1-bromo-3-(4-nitrophenyl)- | HCID 12232302 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Ethyl-4-(4-nitrobenzyl)-1,3-thiazole | HCID 69209161 | 96% |
Reaction Steps
A mixture of 1-bromo-3-(4-nitrophenyl)-2-propanone (0.50 g), propanethioamide (0.17 g) and ethanol (10 mL) was heated under reflux for 2 hrs. Saturated aqueous sodium hydrogen carbonate was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to give 2-ethyl-4-(4-nitrobenzyl)-1,3-thiazole as a colorless oil (0.45 g, yield 96%) from a fraction eluted with hexane-ethyl acetate (9:1-4:1, v/v).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07423159B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-ef58f0ac0db24699b66641ec805c466d |
| Source note | uspto-grants-2008_09 |