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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 375244Generated: October 29, 2026

3-Pyridinecarboxaldehyde → 4,5-Dihydro-6-methyl-4-((3-pyridinylmethylene)amino)-1,2,4-triazin-3(2H)-one

https://huagongshe.com/reaction/375244

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PyridinecarboxaldehydeHCID 10371—
ReactantSodium HydroxideHCID 14798—
Reactant4-Amino-6-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one--hydrogen chloride (1/1)HCID 19036925—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4,5-Dihydro-6-methyl-4-((3-pyridinylmethylene)amino)-1,2,4-triazin-3(2H)-oneHCID 86370—

Reaction Conditions

Temperature5 °C

Reaction Steps

To a suspension of 164 g of 4-amino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine hydrochloride in 500 ml methanol a 50% NaOH solution is added until a pH of 6 is reached. Now 486 g of a solution containing 22% 3-pyridinaldehyde in water is added maintaining a temperature below 70° C. After the addition is completed the reaction mixture is kept at 65° C. for two hours. Then the suspension is cooled to about 5° C., filtered and dried to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05484918
Source datasetuspto-grants-1996_01
ORD IDord-5c4ad430db744850bfaf6315dd3a14cc
Source noteuspto-grants-1996_01