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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176540Generated: October 29, 2026

Sodium Bicarbonate → 6-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinazolin-4(3H)-one

https://huagongshe.com/reaction/2176540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-Hydrazinyl-6-phenylpyridazineHCID 6409842—
Reactant2-(4-Oxo-3,4-dihydroquinazolin-6-yl)acetic acidHCID 136026471—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product6-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinazolin-4(3H)-oneHCID 135987473—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-(4-oxo-3,4-dihydroquinazolin-6-yl)acetic acid (0.10 g, 0.5 mmol), 1-(6-phenylpyridazin-3-yl)hydrazine (0.1 g, 0.6 mmol) and p-toluenesulfonic acid monohydrate (0.09 g, 0.5 mmol) in 3 mL of dioxane was heated with microwave at 150° C. for 1 hour in a microwave tube. The mixture was diluted with 70 mL of EtOAc and 40 mL of satd. NaHCO3 solution. The organic phase was separated and was washed with 40 mL of brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc to 15% MeOH/EtOAc) to give light yellow solid as desired product 6-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinazolin-4(3H)-one. MS (ESI, pos. ion) m/z: 355.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09066954B2
Source datasetuspto-grants-2015_06
ORD IDord-f969345b26a94a4cabc84ecc3f154b24
Source noteuspto-grants-2015_06