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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548948Generated: October 25, 2026

Hydrochloric Acid → 5-Bromo-n4-isopropyl-n2-(3-methylsulphanylphenyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/548948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzenamine, 3-(methylthio)-HCID 15693—
ReactantSodium BicarbonateHCID 516892—
Reactant(5-Bromo-2-chloropyrimidin-4-yl)isopropylamineHCID 24903516—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Solvent1,4-DioxaneHCID 31275—
Product5-Bromo-n4-isopropyl-n2-(3-methylsulphanylphenyl)pyrimidine-2,4-diamineHCID 59683164—

Reaction Conditions

Temperature50 °C

Reaction Steps

0.14 ml of a 4 molar solution of hydrogen chloride in dioxane and 0.17 ml of water are added to a solution of 0.152 g (0.61 mmol) of (5-bromo-2-chloropyrimidin-4-yl)-isopropylamine and 0.077 g (0.55 mmol) of 3-methylsulphanylphenylamine in 2 ml of acetonitrile, and the mixture is then stirred at 50° C. for 24 hours. After cooling, the mixture is added to saturated sodium bicarbonate solution. It is extracted with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution and dried over sodium sulphate. Removal of the solvent and recrystallization of the residue from ethyl acetate/hexane 9/1 result in 0.17 g (79% of theory) of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943629B2
Source datasetuspto-grants-2011_05
ORD IDord-064e26cfaf6c47fa871be0303581f292
Source noteuspto-grants-2011_05