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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562573Generated: October 25, 2026

Sodium Hydroxide → 2-(2-Methyl-5-nitroanilino)-4-(3-pyridyl)pyrimidine

https://huagongshe.com/reaction/562573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 567033—
ReactantHCID 178426711HCID 178426711—
SolventIsopropanolHCID 3776—
Product2-(2-Methyl-5-nitroanilino)-4-(3-pyridyl)pyrimidineHCID 10686149—

Reaction Conditions

Temperature0 °C

Reaction Steps

248.2 g (0.96 mol) of 2-methyl-5-nitrophenylguanidine nitrate are added to a solution of 170 g (0.96 mol) of 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one in 2.0 liters of isopropanol. After the addition of 42.5 g of sodium hydroxide, the reddish suspension is boiled at reflux for 12 hours. After cooling to 0° C., filtration, washing with 2.0 liters of isopropanol and 3.times.400 ml of methanol and drying, there is obtained N-(2-methyl-5-nitrophenyl)-4-(3-pyridyl)-2-pyrimidine-amine, m.p. 195° C.-198° C., Rf=0.68 (methylene chloride:methanol=9.1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067421B2
Source datasetuspto-grants-2011_11
ORD IDord-527cb173a3a945878bcf780d8425e9f2
Source noteuspto-grants-2011_11