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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756787Generated: October 26, 2026

Dimethylamine → 6-chloro-N,N-dimethyl-5-nitropyrimidin-4-amine

https://huagongshe.com/reaction/1756787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant4,6-Dichloro-5-nitropyrimidineHCID 20312—
ReactantSodium BicarbonateHCID 516892—
SolventAcetoneHCID 180—
Product6-chloro-N,N-dimethyl-5-nitropyrimidin-4-amineHCID 711362292.9%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a mixture of 7.76 g of 4, 6-dichloro-5-nitropyrimidine, 3.70 g of sodium hydrogencarbonate and 80 ml of acetone was gradually dropwise added 50% aqueous dimethylamine (3.79 g) with ice cooling and stirring, and the mixture was stirred at room temperature for 30 minutes. Every 30 minutes, 50% aqueous dimethylamine (0.7 g) was added three times to the mixture, and the solvent was evaporated in vacuo. The residue was mixed with 70 ml of ethyl acetate, heated at 45° C. and the insoluble material was filtered off. The filtrate was dried over anhydrous sodium sulfate and the solvent evaporated. The residue was mixed with n-hexane and triturated. The precipitated crystals were filtered off to give 7.53 g of 4-chloro-6-dimethylamino-5-nitropyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05442060
Source datasetuspto-grants-1995_08
ORD IDord-940bf8819deb47bf95841a41448820dd
Source noteuspto-grants-1995_08