반응 #50502

반응 방정식

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

sodium borohydride

→

N-(2-chloro-5-pyridylmethyl)2-aminoethanethiol

수율 82.2%

용매

ethanol

반응 조건

후처리

1. 1
   온도the mixture was gradually heated
2. 2
   온도refluxed for 1 hour
3. 3
   workup.DISTILLATIONEthanol was distilled off under reduced pressure, and chloroform
4. 4
   workup.ADDITIONwas added to the residue
5. 5
   기타Insoluble materials were separated by filtration
6. 6
   세척the chloroform layer was washed with water
7. 7
   workup.DISTILLATIONChloroform was distilled off under reduced pressure

실험 절차

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).

출처