HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Furoic acid → HCID 65214101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Furoic acid | HCID 10268 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Thiosemicarbazide | HCID 2723789 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 65214101 | HCID 65214101 | 74% |
Reaction Steps
Thionyl chloride (3 mL) was added to a dichloromethane (10 mL) solution of 3-furancarboxylic acid (2.50 g, 22.3 mmol) under ice cooling, and the mixture was heated to reflux for 2 hours. The solvent was distilled off. After that, the residue was concentrated by the addition of toluene and added to a THF (50 mL) solution of thiosemicarbazide (4.47 g, 49.1 mmol) under ice cooling, and the mixture was stirred overnight at room temperature. To the reaction solution, a saturated aqueous solution of sodium bicarbonate was added. The mixture was subjected to extraction with ethyl acetate and dried over anhydrous sodium sulfate, and then, the solvent was distilled off to obtain 1-(3-furoyl)thiosemicarbazide (3.03 g, 16.4 mmol) (yield: 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466290B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-5285d8878bb24f7a8d2147cd9df7de96 |
| Source note | uspto-grants-2013_06 |