HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 45118489, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-Thiocarbonyldiimidazole | HCID 80264 | — |
| Reactant | 4,4-Difluoropiperidine hydrochloride | HCID 2758351 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 45118489 | HCID 45118489 | 84.3% |
Reaction Steps
Commercially available 4,4-difluoropiperidine hydrochloride (883 mg, 5.60 mmol) and triethylamine (0.85 mL, 6.10 mmol) were added to a solution of 1,1-thiocarbonyldiimidazole (1.05 g, 5.89 mmol) in THF (20 mL) under ice-cooling, followed by stirring at room temperature for 3 hr in an argon atmosphere. The reaction solution was concentrated. Concentrated aqueous ammonia (30 mL) was added to the residue, followed by stirring overnight at room temperature. The precipitated crystals were collected by filtration, washed with water, and dried to obtain 4,4-difluoropiperidinothiocarboxamide (850 mg, 4.72 mmol) as a light yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796320B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-52d07266d4424bec879d2720bbc81298 |
| Source note | uspto-grants-2014_08 |