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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1417319Generated: November 3, 2026

Hydrazine → 4-[4-(Pyrimidin-4-yl)phenoxy]butaneamine

https://huagongshe.com/reaction/1417319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant2-[4-[4-(Pyrimidin-4-yl)phenoxy]butyl]-1H-isoindole-1,3(2H)-dioneHCID 67599506—
SolventEthanolHCID 702—
Product4-[4-(Pyrimidin-4-yl)phenoxy]butaneamineHCID 57003871—

Reaction Steps

A suspension of 4.6 g of 2-[4-[4-(pyrimidin-4-yl)phenoxy]butyl]-1H-isoindole-1,3(2H)-dione (Example 45) in 200 ml of boiling ethanol is treated with 0.8 ml of anhydrous hydrazine, and the mixture then refluxed for 9 hours. The hot suspension is filtered. The precipitate is washed with 125 ml of 1.5N HCl. The combined HCl and ethanolic filtrates are taken to dryness in vacuo to obtain the hydrochloride salt of the title compound. Mass spectrometry shows the residue to be the tide compound and the salt is utilized for synthesis without further purification, m.p. 208°-210° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05877196
Source datasetuspto-grants-1999_03
ORD IDord-2a4a9a4523f744ea90afb3c6493af70e
Source noteuspto-grants-1999_03