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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746098Generated: October 31, 2026

Hydrochloric Acid → 4-methyl-N-[2-(6-methylpyridin-3-yl)ethyl]-N-nitrosoaniline

https://huagongshe.com/reaction/1746098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactant4-methyl-N-[2-(6-methylpyridin-3-yl)ethyl]anilineHCID 778446—
ReactantSodium NitriteHCID 23668193—
Product4-methyl-N-[2-(6-methylpyridin-3-yl)ethyl]-N-nitrosoanilineHCID 311141985%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a three-necked bottle, 5-(2-p-methylphenylaminoethyl)-2-methylpyridine 4.5 g and 2N HCl 200 ml was added, heated to 30° C. and stirred to complete dissolution, then cooled with ice-water bath to 0-5° C., added dropwise with NaNO2 aqueous solution (13.8 g of NaNO2 dissolved in 50 ml of water). After dropwise addition, the temperature was elevated and the reaction was performed at room temperature for 1 h. To the reaction liquor, saturated NaHCO3 solution was slowly added dropwise until no gas generated. A great quantity of solid appeared, stirred for 1 h, suction filtrated, washed with water to obtain light yellow solid powder, dried and weighed to obtain 2-methyl-5-(N-nitroso-2-p-methylphenylaminoethyl)pyridine 4.3 g. Yield was about 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09149467B2
Source datasetuspto-grants-2015_10
ORD IDord-6f5498567092485a99a73e7794c52fe0
Source noteuspto-grants-2015_10