反応 #50501

反応方程式

6-chloronicotinaldehyde

2-aminoethanethiol

→

2-(2-chloro-5-pyridyl)thiazolidine

収率 89.9%

溶媒

benzene

反応条件

後処理

1. 1
   温度was heated
2. 2
   その他while removing water as an azeotrope
3. 3
   その他After the reaction, benzene
4. 4
   workup.DISTILLATIONwas distilled off under reduced pressure, and further volatile materials
5. 5
   その他were removed at 1 mmHg and 70° C.

実験手順

A solution composed of 6-chloronicotinaldehyde (14.2 g), 2-aminoethanethiol (7.7 g) and benzene (80 ml) was heated with stirring for 5 hours while removing water as an azeotrope. After the reaction, benzene was distilled off under reduced pressure, and further volatile materials were removed at 1 mmHg and 70° C. to give 2-(2-chloro-5-pyridyl)thiazolidine (18 g) as a residue. Ten grams of 2-(2-chloro-5-pyridyl)thiazolidine was dissolved in 100 ml of ethanol, and sodium borohydride was added. With stirring, the mixture was gradually heated and thereafter refluxed for 1 hour. Ethanol was distilled off under reduced pressure, and chloroform was added to the residue. Insoluble materials were separated by filtration and the chloroform layer was washed with water and dehydrated. Chloroform was distilled off under reduced pressure to give the desired N-(2-chloro-5-pyridylmethyl)2-aminoethanethiol (8.3 g).

出典