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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429744Generated: October 30, 2026

Benzaldehyde → N-Benzylidene-N'-[6-chloro-5-(3,6-dihydro-2H-pyridin-1-yl)pyridazin-3-yl]hydrazine

https://huagongshe.com/reaction/429744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
Reactant[6-chloro-5-(3,6-dihydro-2H-pyridin-1-yl)-pyridazin-3-yl]hydrazineHCID 18353340—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
ProductN-Benzylidene-N'-[6-chloro-5-(3,6-dihydro-2H-pyridin-1-yl)pyridazin-3-yl]hydrazineHCID 7343161590%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a suspension of [6-chloro-5-(3,6-dihydro-2H-pyridin-1-yl)-pyridazin-3-yl]hydrazine (1.0 g) in 0.1 M HCl (40 ml) at room temperature was added benzaldehyde (1.05 eq.). The mixture was heated at 50° C. for 2 hours then allowed to cool, diluted with water (100 ml) and filtered. The resulting solid was dried in vacuo, and isolated as a yellow solid (1.25 g, 90%). 1H NMR (250 MHz, CDCl3) 11.65 (1H, br s), 8.31 (1H, s), 7.73 (2H, m), 7.38 (2H, m), 7.04 (1H, s), 5.97 (1H, m), 5.83 (1H, m), 3.80 (2H, m), 3.54 (2H, m), 2.40 (2H, m). MS (ES+) 314 [MH]+, 316 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06319924B1
Source datasetuspto-grants-2001_11
ORD IDord-e567f229f58144308d997a4ffb8aa625
Source noteuspto-grants-2001_11