反応 #2467988

反応方程式

2,5-dihydroxy-1,4-dithiane

cyanoacetamide

→

solid

収率 53.0%

2-Aminothiophene-3-carboxamide

収率 53.0%

溶媒

ethanol

triethylamine

反応条件

後処理

1. 1
   温度The reaction mixture was refluxed for 3 h
2. 2
   その他attained to rt
3. 3
   その他Ethanol (appr. 150 mL) was removed under reduced pressure
4. 4
   workup.ADDITIONpoured the contents into ice cold water
5. 5
   抽出The solution was extracted with ethyl acetate (3×100 mL)
6. 6
   洗浄the combined EtOAc layer was washed with water, brine
7. 7
   乾燥dried over sodium sulfate
8. 8
   ろ過The solution was filtered
9. 9
   その他evaporated the solvent
10. 10
    その他The residue was chromatographed over silica gel column

実験手順

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.

出典