반응 #2467988

반응 방정식

2,5-dihydroxy-1,4-dithiane

cyanoacetamide

→

solid

수율 53.0%

2-Aminothiophene-3-carboxamide

수율 53.0%

용매

ethanol

triethylamine

반응 조건

후처리

1. 1
   온도The reaction mixture was refluxed for 3 h
2. 2
   기타attained to rt
3. 3
   기타Ethanol (appr. 150 mL) was removed under reduced pressure
4. 4
   workup.ADDITIONpoured the contents into ice cold water
5. 5
   추출The solution was extracted with ethyl acetate (3×100 mL)
6. 6
   세척the combined EtOAc layer was washed with water, brine
7. 7
   건조dried over sodium sulfate
8. 8
   여과The solution was filtered
9. 9
   기타evaporated the solvent
10. 10
    기타The residue was chromatographed over silica gel column

실험 절차

To a solution of 2,5-dihydroxy-1,4-dithiane (10 g, 65.78 mmol) in ethanol (200 mL) and triethylamine (2 mL) was added cyanoacetamide (5.52 g, 65.78 mmol) at rt for 5 min. The reaction mixture was refluxed for 3 h and attained to rt. Ethanol (appr. 150 mL) was removed under reduced pressure and poured the contents into ice cold water and stirred for 15 min. The solution was extracted with ethyl acetate (3×100 mL) and the combined EtOAc layer was washed with water, brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using chloroform-methanol (95:5) as eluents to give the product as a pale yellow color solid (4.9 g, 53%), mp 150-152° C.

출처