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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232277Generated: October 26, 2026

Hydrochloric Acid → 4-[2-(p-Aminophenyl)-ethenyl]-2-aminopyrimidine

https://huagongshe.com/reaction/2232277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant4-[2-(4-Nitrophenyl)ethenyl]pyrimidin-2-amineHCID 53791906—
CatalystIronHCID 23925—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product4-[2-(p-Aminophenyl)-ethenyl]-2-aminopyrimidineHCID 53859042—

Reaction Conditions

Temperature65 °C

Reaction Steps

Hydrochloric acid (100 ml of 4N) is added dropwise to a stirred mixture of 4-[2-(p-nitrophenyl)-ethenyl]-2-aminopyrimidine (21.8 g), ethanol (250 ml) and iron filing (22 g). During the addition the reaction temperature is increased to 65° C., and stirring is continued (2 hours) at 65° C. Water is added, followed by an aqueous 30% sodium hydroxide solution (200 ml) and chloroform (1 liter). The chloroform layer is then separated and dried over sodium sulfate. After evaporation and addition of ether, 4-[2-(p-aminophenyl)-ethenyl]-2-aminopyrimidine is obtained (13.5 g), which is used as the starting compound without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04788198
Source datasetuspto-grants-1988_11
ORD IDord-efabc60451ab4198b19106a5b5ae4b0e
Source noteuspto-grants-1988_11