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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1460973Generated: October 31, 2026

Acetic Acid → 2-(5-Amino-2-propoxyphenyl)-purin-6-one

https://huagongshe.com/reaction/1460973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant2-(2-Propoxy-5-nitrophenyl)purin-6-oneHCID 21250828—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product2-(5-Amino-2-propoxyphenyl)-purin-6-oneHCID 21250680—

Reaction Steps

A solution of the crude product of Example 11 (1.5 g) in water (50 ml) containing 2 Normal sodium hydroxide (2.3 ml) and 10% palladium on charcoal (0.15 g) was shaken under hydrogen (50 psi) until the uptake was complete. Neutralisation of the filtered solution with acetic acid gave a fine precipitate of 2-(5-amino-2-propoxyphenyl)-purin-6-one. This mixture was warmed with 2 Normal hydrochloric acid (2.5 ml) and the solution was treated with acetic anhydride (0.55 ml) and sodium acetate trihydrate (0.8 g). The mixture was warmed for 10 minutes then cooled and filtered to give a crude product (1.02 g) which was recrystallised from aqueous dimethylformamide twice to give the title compound, 0.49 g, m.p. 320°-323° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05073559
Source datasetuspto-grants-1991_12
ORD IDord-ab969f80b8f04a7382b2e1b53d882352
Source noteuspto-grants-1991_12