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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1838Generated: October 25, 2026

2-(Methylamino)ethanol → 2-(3,4-Dichlorophenyl)-2-[N-(2-hydroxyethyl)-N-methylamino]acetonitrile

https://huagongshe.com/reaction/1838

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Methylamino)ethanolHCID 8016—
Reactant3,4-DichlorobenzaldehydeHCID 22710—
ReactantTrimethylsilyl cyanideHCID 82115—
Catalystzinc(II)iodideHCID 9883512—
SolventMethanolHCID 887—
Product2-(3,4-Dichlorophenyl)-2-[N-(2-hydroxyethyl)-N-methylamino]acetonitrileHCID 19692457—

Reaction Steps

A mixture of 10 g of 3,4-dichlorobenzaldehyde and 9.5 ml of cyanotrimethylsilane is cooled in an ice bath, 0.01 g of zinc iodide is added and the mixture is stirred for 15 minutes at RT. A solution of 4.5 g of 2-(methylamino)ethanol in 50 ml of MeOH is then added and the reaction mixture is heated at 60° C. for 2 hours. After one night at RT, it is concentrated under vacuum, the residue is extracted with ether and the organic phase is washed with water, dried over MgSO4 and filtered. The filtrate is acidified to pH 1 by the addition of a saturated solution of hydrochloric acid in ether, acetone is added and the mixture is stirred until crystallization occurs. This gives 15 g of the expected product after wringing of the crystals formed. M.p.=130° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05726313
Source datasetuspto-grants-1998_03
ORD IDord-f2cd038ec84e4a03a81609c6e7029c63
Source noteuspto-grants-1998_03