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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520163Generated: October 31, 2026

Formaldehyde → HCID 919489, compound

https://huagongshe.com/reaction/1520163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant6-AminoquinolineHCID 11373—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 919489HCID 91948950%

Reaction Steps

To a solution of quinolin-6-amine (666 mg, 4.62 mmol) in CH3OH (15 ml) was added 40% aqueous formaldehyde (1 ml), NaBH3CN (400 mg, 6.37 mmol) with stirring for 3 days at room temperature and diluted with water (150 ml), extracted with ethyl acetate (3×30 ml), dried over magnesium sulfate and concentrated in vacuo to give a residue, which was purified by a silica gel column chromatography with 5%-20% ethyl acetate in petroleum ether to give N,N-dimethylquinolin-6-amine as a solid (400 mg, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073902B2
Source datasetuspto-grants-2015_07
ORD IDord-71f258dac5ad4abda7efe87b04241fe9
Source noteuspto-grants-2015_07