Reaction #321871

Reaction equation

N-(2-chloroethyl)-7-chloro-4-quinolinamine hydrochloride

water

sodium hydroxide

→

colourless crystals

Yield 64.3%

(RS)-(7-Chloro-quinolin-4-yl)-[2-(3-methyl-piperidin-1-yl)-ethyl]-amine

Yield 64.3%

Solvents

3-methylpiperidine

Conditions

Workup

1. 1
   Extractionextracted three times with 50 ml of ethyl acetate each time
2. 2
   WashThe combined extracts were washed with a small amount of water
3. 3
   Concentrationconcentrated
4. 4
   OtherThe residue was recrystallized from 80 ml of acetone

Procedure

2.5 g of N-(2-chloroethyl)-7-chloro-4-quinolinamine hydrochloride in 25 ml of 3-methylpiperidine were held at 100° C. in a sealed tube for 24 hours. Thereafter, 100 ml of water were added, the mixture is adjusted to pH 12 by means of concentrated sodium hydroxide solution and extracted three times with 50 ml of ethyl acetate each time. The combined extracts were washed with a small amount of water and concentrated. The residue was recrystallized from 80 ml of acetone. 0.88 g of colourless crystals, m.p.: 148°-151° C., was obtained.

Source