تفاعل #2467988

معادلة التفاعل

2,5-dihydroxy-1,4-dithiane

cyanoacetamide

→

solid

المردود 53.0%

2-Aminothiophene-3-carboxamide

المردود 53.0%

المذيبات

ethanol

triethylamine

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was refluxed for 3 h
2. 2
   أخرىattained to rt
3. 3
   أخرىEthanol (appr. 150 mL) was removed under reduced pressure
4. 4
   workup.ADDITIONpoured the contents into ice cold water
5. 5
   استخلاصThe solution was extracted with ethyl acetate (3×100 mL)
6. 6
   غسيلthe combined EtOAc layer was washed with water, brine
7. 7
   تجفيفdried over sodium sulfate
8. 8
   ترشيحThe solution was filtered
9. 9
   أخرىevaporated the solvent
10. 10
    أخرىThe residue was chromatographed over silica gel column

الإجراء التجريبي

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.

المصدر