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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920038Generated: November 1, 2026

Hydrochloric Acid → 2-(2-Methyl-5-nitroanilino)-4-(3-pyridyl)pyrimidine

https://huagongshe.com/reaction/1920038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodiumHCID 5360545—
ReactantHCID 43114742HCID 43114742—
ReactantHCID 178426708HCID 178426708—
SolventTolueneHCID 1140—
SolventIsopropanolHCID 3776—
Product2-(2-Methyl-5-nitroanilino)-4-(3-pyridyl)pyrimidineHCID 10686149—

Reaction Steps

Under inert atmosphere, 5 g of sodium salt of the β-oxo-3-pyridinepropanal, with HPLC purity of 99% (A %) and salt content of 25% (residue by calcination), and 8 mL hydrochloric acid in isopropanol in 50 mL toluene is suspended. 3.7 g (2-methyl-5-nitrophenyl)guanidine is added, and the mixture is stirred at room temperature for an hour. The mixture is refluxed for 18 hours, removing the water with a Dean Stark apparatus. Once completed the conversion, the suspension is cooled to 10° C., and the precipitate is filtrated; this is crushed in warm water, yielding, upon filtration and drying, 2.5 g of product with HPLC purity of 96% (A %), identified through GC-MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168787B2
Source datasetuspto-grants-2012_05
ORD IDord-223935cc5710448195d315903f702fc1
Source noteuspto-grants-2012_05