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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181213Generated: October 25, 2026

Acetic Acid → 4-Chloro-2,5-diamino-6-neopentyl-pyrimidine

https://huagongshe.com/reaction/1181213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium AcetateHCID 517045—
ReactantBenzenediazonium, 4-chloro-, hexafluorophosphate(1-) (1:1)HCID 2723983—
Reactant2-Amino-4-chloro-6-neopentylpyrimidineHCID 22274982—
CatalystZincHCID 23994—
SolventWaterHCID 962—
SolventWater ethanolHCID 19096565—
Product4-Chloro-2,5-diamino-6-neopentyl-pyrimidineHCID 22274946—

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 2-amino-4-chloro-6-neopentylpyrimidine (1 mmol), sodium acetate (14 mmol), acetic acid (86 mmol), and 4-chlorobenzene-diazonium hexafluorophosphate (1.15 mmol) in water was stirred at 25° C. for 12 h. Extraction and evaporation gave a yellow solid which was treated with zinc dust (10 mmol) and acetic acid (5.54 mmol) in EtOH-H2O at 80° C. for 1 h. Extraction and chromatography gave 4-chloro-2,5-diamino-6-neopentyl-pyrimidine as a yellow solid. TLC: Rf=0.25, 50% EtOAc-hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285543B2
Source datasetuspto-grants-2007_10
ORD IDord-09ffa72cb21047dd815f426161ecb07a
Source noteuspto-grants-2007_10