HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-Bromopyruvate → Methyl 2-(4-phenyl-1,2,3-thiadiazol-5-yl)thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-Bromopyruvate | HCID 352524 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Phenyl-1,2,3-thiadiazole-5-carbothioamide | HCID 18327523 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | Methyl 2-(4-phenyl-1,2,3-thiadiazol-5-yl)thiazole-4-carboxylate | HCID 18327521 | 48.8% |
Reaction Steps
In 20 ml of chlorobenzene were dissolved 1.1 g (5.0 mmol) of 4-phenyl-1,2,3-thiadiazole-5-carbothioamide and 0.92 g (5.0 mmol) of methyl bromopyruvate. The solution thus obtained was stirred for 3 hours with heating under reflux. After the reaction was completed, the reaction mixture was cooled to room temperature, a saturated aqueous solution of sodium hydrogen carbonate was added thereto, and the objective product was extracted with ethyl acetate. The solvent was distilled off from the extract solution under a reduced pressure, and the residue was purified by silica gel column chromatography using 3:1 mixture of n-hexane and ethyl acetate. Thus, 0.74 g of the objective compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06337341B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-d8b0bb66c694467a803ec8faffd9340d |
| Source note | uspto-grants-2002_01 |