反应 #2467966

反应方程式

water

ammonium hydroxide

methyl 3-[(dimethylamino)diazenyl]-5-nitrothiophene-2-carboxylate

→

solid

收率 26.0%

3-[(Dimethylamino)diazenyl]-5-nitrothiophene-2-carboxamide

收率 26.0%

溶剂

THF

反应条件

后处理

1. 1
   workup.ADDITIONThe solution was poured into ice
2. 2
   萃取extracted with ethyl acetate (3×100 mL)
3. 3
   洗涤The combined organic layer was washed with water, brine
4. 4
   干燥dried over sodium sulfate
5. 5
   过滤The solution was filtered
6. 6
   其他evaporated the solvent
7. 7
   其他The residue was chromatographed over silica gel column

实验过程

To an ice cold (0-5° C.) solution of ammonium hydroxide (35 mL) was added a solution of methyl 3-[(dimethylamino)diazenyl]-5-nitrothiophene-2-carboxylate (400 mg) in THF (10 mL) for 5 min and stirred at rt for 20 h. The solution was poured into ice cooled water and extracted with ethyl acetate (3×100 mL). The combined organic 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 hexane-ethyl acetate (50:50) as eluents to give the product as a yellow color solid (90 mg, 26%), mp 240-246° C. 1H NMR (400 MHz, DMSO-d6): δ 8.22 (1H, s), 8.05 (1H, s), 7.91 (1H, s), 3.63 (3H, s), 3.26 (3H, s); LC-MS (positive ion mode): m/z 266 (M+Na)+.

来源