HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazinecarboxaldehyde → 4-(1-Benzylpiperidin-4-yl)-1-formylsemicarbazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazinecarboxaldehyde | HCID 12229 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 1-Benzyl-4-piperidylamine | HCID 415852 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-(1-Benzylpiperidin-4-yl)-1-formylsemicarbazide | HCID 68811485 | 173.2% |
Reaction Steps
1-(Phenylmethyl)4-piperidinamine (3 g) in dichloromethane (10 mL) and triethylamine (4.5 mL) were added dropwise to a stirred solution of triphosgene (1.55 g) in dichloromethane (20 mL) at 0° C. under nitrogen. The reaction mixture was allowed to warm to room temperature and stirred for 30 minutes. The mixture was cooled to 0° C. and formyl hydrazine (1.4 g) and triethylamine (4.5 mL) were added. The reaction was stirred at room temperature for 1 hour and then evaporated to dryness. Purification (SiO2, methanol:dichloromethane:ammonium hydroxide solution 5:95:1 as eluant) gave the sub-title compound (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07408065B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-bc8c2e0478c449149c77d59388cb69d1 |
| Source note | uspto-grants-2008_08 |