HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → Methyl 1-hydrazinothiocarbonylpiperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | Methyl isonipecotate | HCID 424914 | — |
| Reactant | Thiocarbonyl diimidazole | HCID 11412697 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 1-hydrazinothiocarbonylpiperidine-4-carboxylate | HCID 24855846 | 114% |
Reaction Steps
To a solution of methyl isonipecotate (1.0 g, 7.0 mmol) in tetrahydrofuran was added thiocarbonyl diimidazole (1.24 g, 6.98 mmol) at room temperature, and the reaction solution was stirred at room temperature for 1.5 hours and then stirred with hydrazine monohydrate (700 mg, 14.0 mmol) for 4 hours. After addition of saturated aqueous sodium chloride, the reaction solution was extracted with ethyl acetate and chloroform, and the extract was dried over anhydrous magnesium sulfate and concentrated to give the desired product (yield 114%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552031B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-6ba4db68f7dc4bf586d656f653f6d88a |
| Source note | uspto-grants-2013_10 |