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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215851Generated: October 28, 2026

2-Chlorobenzaldehyde → [2-(2-Thienyl)ethylamino](2-chlorophenyl)acetonitrile

https://huagongshe.com/reaction/2215851

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzaldehydeHCID 6996—
ReactantSodium CyanideHCID 8929—
Reactant2-Thiopheneethylamine, hydrochlorideHCID 458572—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product[2-(2-Thienyl)ethylamino](2-chlorophenyl)acetonitrileHCID 10858772—

Reaction Conditions

Temperature45 °C

Reaction Steps

9.8 g (0.2 mol) of sodium cyanide is dissolved in 70 ml of water and to the solution first 32.8 g (0.2 mol) of 2-(2-thienyl)ethylamine hydrochloride, then in a period of a few minutes, the solution of 28.2 g (0.2 mol) of o-chlorobenzaldehyde in 30 ml of ethanol are added. During the addition the temperature of the mixture raises to 45° C. The reaction mixture is then stirred at 60° C. for 2 hours, then cooled to room temperature and diluted with 50 ml of water. The resulting oily product is extracted with 100 ml of 1,2-dichloroethane, the organic phase is washed to cyanide-free with 2×50 ml of water, the traces of 2-(2-thienyl)ethylamine are removed by treatment with 20 ml of 3% hydrochloric acid solution. The residual fast crystallizing oil is the product. Weight: 52 g (94%) mp.: 40–41° C. The product was identified as written in Example 1. Quality of the product is identical to that of the product prepared according to Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109356B2
Source datasetuspto-grants-2006_09
ORD IDord-1e452f3513fe403b87c3074f5ffa6d4f
Source noteuspto-grants-2006_09