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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1605247Generated: November 1, 2026

Hydrochloric Acid → 2-[4-(p-Chlorbenzylamino)-6-Methyl-2-Pyrimidinylthio]Acetamidoxime

https://huagongshe.com/reaction/1605247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant[4-(p-Chlorobenzylamino)-6-methyl-2-Pyrimidinylthio]AcetonitrileHCID 12228967—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
Product2-[4-(p-Chlorbenzylamino)-6-Methyl-2-Pyrimidinylthio]AcetamidoximeHCID 54511950—

Reaction Steps

A mixture of 10.6g. (0.035 mole) of [4-(p-chlorobenzylamino)-6-methyl-2-pyrimidinylthio]acetonitrile, 4.83 g. (0.07 mole) of hydroxylamine hydrochloride and 14.7 g. (0.14 mole) of sodium carbonate in 100 ml of N,N-dimethylformamide was heated on a steam bath for 3 hours. The mixture was filtered and the filtrate evaporated in a rotary-evaporator. The residue was triturated with petroleum ether containing a little ethyl acetate. The solid which crystallized was collected and recrystallized from ethyl acetate to give pure free base, m.p. 113°-116°. This free base was dissolved in absolute ethanol and acidified with an ethereal hydrochloric acid solution to give 3.5 g. of product, as the dihydrochloric salt, m.p. 230°-232° d.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03950339
Source datasetuspto-grants-1976_04
ORD IDord-abdb051e69f74fad84db5afa1229849c
Source noteuspto-grants-1976_04