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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868637Generated: October 30, 2026

Acetic Acid → 6-Chloro-2,3-dihydro-3-hydroxy-2-imino-4-pyrimidinamine

https://huagongshe.com/reaction/868637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrogen PeroxideHCID 784—
Reactant2,4-Diamino-6-chloropyrimidineHCID 67432—
SolventTetrahydrofuranHCID 8028—
Product6-Chloro-2,3-dihydro-3-hydroxy-2-imino-4-pyrimidinamineHCID 155152563%

Reaction Steps

1.5 g (10 mmoles) of 2,6-diamino-4-chloropyrimidine are dissolved in 20 ml of anhydrous tetrahydrofuran. A mixture of 10 ml of acetic acid and 2 ml of a 70% aqueous hydrogen peroxide solution is added in 30 minutes under stirring and reflux. The reaction mixture is boiled for four hours, evaporated in vacuo to third of its volume, and a 40% aqueous sodium hydroxide solution is added to the residue until reaching a pH value of 8. The mixture is allowed to stand in refrigerator for a night. The crystals are filtered, washed with water and dried. In this way 1.0 g (63%) of the aimed compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04780537
Source datasetuspto-grants-1988_10
ORD IDord-81cf548a2dde46caa3c84c40e1ce9f9a
Source noteuspto-grants-1988_10