반응 #58696

반응 방정식

2-chloro-3-cyanopyridine

ethyl 2-mercaptoacetate

sodium carbonate

EtOH

→

title compound

수율 93.2%

Ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate

수율 93.2%

용매

water

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도to reflux for 4.5 hours
3. 3
   workup.ADDITIONthe addition
4. 4
   세척was washed in with water (5 L)
5. 5
   여과it was filtered
6. 6
   세척The filter cake was washed with two portions of water (2×2.5 L)
7. 7
   기타dried at the pump
8. 8
   기타The solids were then dried to constant weight under vacuum at 45° C.

실험 절차

A mixture of 2-chloro-3-cyanopyridine (330 g), ethyl 2-mercaptoacetate (361.2 g), sodium carbonate (265 g) and EtOH (1.2L) was heated to reflux for 4.5 hours. It was then cooled to ambient temperature, added to water (10 L) and the addition was washed in with water (5 L). The resulting slurry was stirred for 30 minutes and then it was filtered. The filter cake was washed with two portions of water (2×2.5 L) and dried at the pump. The solids were then dried to constant weight under vacuum at 45° C. to yield the title compound as a brown solid (493.1 g, 93.2%). δH (CDCl3) 8.68 (1H, dd, J 4.7, 1.2 Hz), 7.93 (1H, dd, J 8.5, 1.2 Hz), 7.29 (1H, dd, J 8.5, 4.7 Hz), 5.90 (2H, b), 4.38 (2H, q, J 7.0 Hz), 1.40 (3H, t, J 7.0 Hz). LCMS RT 2.9 minutes, 223 (M+H)+

출처