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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217862Generated: October 31, 2026

Hydrazinecarboxaldehyde → 4-(1-Benzylpiperidin-4-yl)-1-formylsemicarbazide

https://huagongshe.com/reaction/2217862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazinecarboxaldehydeHCID 12229—
ReactantTriphosgeneHCID 94429—
Reactant1-Benzyl-4-piperidylamineHCID 415852—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product4-(1-Benzylpiperidin-4-yl)-1-formylsemicarbazideHCID 68811485173.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07408065B2
Source datasetuspto-grants-2008_08
ORD IDord-bc8c2e0478c449149c77d59388cb69d1
Source noteuspto-grants-2008_08