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 | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 1,1'-Thiocarbonyldiimidazole | HCID 80264 | — |
| Product | Methyl 1-hydrazinothiocarbonylpiperidine-4-carboxylate | HCID 24855846 | 114% |
Reaction Steps
Methyl isonipecotinate (1.0 g, 6.98 mmol) in tetrahydrofuran was mixed with thiocarbonyldiimidazole (1.24 g, 6.98 mmol) at room temperature and then stirred at room temperature for 1.5 hours and stirred with hydrazine monohydrate (700 mg, 14.0 mmol) for another 4 hours. The reaction solution was mixed with saturated aqueous sodium chloride and extracted with ethyl acetate and chloroform. The extract was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated to give the crude preparation of the desired product (114% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093251B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-20fb03cc9ac84a8eb2c1353394d0adfe |
| Source note | uspto-grants-2012_01 |