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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052426Generated: November 3, 2026

Ammonia → 4-Amino-6-chloropyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1052426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4,6-Dichloropyrimidine-5-carbonitrileHCID 599371—
Solvent1,4-DioxaneHCID 31275—
Product4-Amino-6-chloropyrimidine-5-carbonitrileHCID 1227826256%

Reaction Conditions

Temperature0 °C

Reaction Steps

4,6-Dichloropyrimidine-5-carbonitrile (4.8 g, 27.59 mols) was suspended in 30 mL dioxane and the mixture was cooled at 0° C. in an ice bath. Ammonia solution (7N in methanol, 20 mL, 140 mmol) was added dropwise over 20 min. The mixture was stirred at 0° C. for 30 min. The solvent was evaporated and the crude was re-dissolved in tetrahydrofuran. A precipite was formed and filtered and washed with more tetrahydrofuran. The organics were evaporated under reduced pressure. The residue was purified using a SP1® Purification System (20%-80%, hexane-ethyl acetate) to give 2.38 g (56% yield) of the title compound as a white solid. Purity 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-02d77283f1fe4bc8a9a890052d8aec61
Source noteuspto-grants-2016_07