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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 127204Generated: October 31, 2026

2-Nitroamino-5-(2-methoxy-4-pyridyl)methyl-4-pyrimidone → 2-[2-(2-Thiazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone

https://huagongshe.com/reaction/127204

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Nitroamino-5-(2-methoxy-4-pyridyl)methyl-4-pyrimidoneHCID 12783833—
Reactant2-[(Thiazol-2-yl)methylthio]ethylamineHCID 12923403—
SolventEthanolHCID 702—
Product2-[2-(2-Thiazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidoneHCID 1278867341%

Reaction Steps

An equimolar mixture of 2-nitroamino-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone and 2-(2-thiazolylmethylthio) ethylamine was heated under reflux in ethanol for 18 hours. The solid which crystallised out on cooling was purified by column chromatography on silica gel and recrystallisation from 2-propanol-ethanol to give 2-[2-(2-thiazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone, m.p. 105.5-106.5° in 41% yield. The latter compound was heated under reflux in 2N hydrogen chloride in ethanol for 24 hours to give 2-[2-(2-thiazolylmethylthio)ethylamino]-5-(2-hydroxy-4-pyridylmethyl)-4-pyrimidone monohydrochloride, m.p. 169-173°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04255428
Source datasetuspto-grants-1981_03
ORD IDord-56db9e6533094204b55d3a919c30f6ab
Source noteuspto-grants-1981_03