反应 #1458416

反应方程式

2,6-diamino-3-((pyridin-3-yl)azo)pyridine

glutaric anhydride

→

5-[(6-amino-5-(3-pyridinyldiazenyl)-2-pyridinyl)amino]-5-oxopentanoic acid

收率 40.0%

溶剂

tetrahydrofurane

反应条件

后处理

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   温度The mixture was refluxed for 16 hours
3. 3
   过滤The mixture was then filtered
4. 4
   其他the solvent was evaporated
5. 5
   workup.DISSOLUTIONthe crude product was dissolved in ethylacetate
6. 6
   萃取extracted three times with a 1N sodium hydroxide solution
7. 7
   其他were acidified with conc. HCI at 0° C
8. 8
   其他A precipitate was formed
9. 9
   过滤filtration
10. 10
    其他yielded an orange solid
11. 11
    其他The solid so obtained
12. 12
    洗涤was washed with water
13. 13
    其他After drying the product

实验过程

To a mixture of 3.21 g (15 mmol) of 2,6-diamino-3-((pyridin-3-yl)azo)pyridine and 0.27 g (2.2 mmol) of N,N-dimethylamino-pyridine in 100 ml of tetrahydrofurane, 4.27 g (37.5 mmol) of glutaric anhydride was added at room temperature. The mixture was refluxed for 16 hours. The mixture was then filtered, the solvent was evaporated and the crude product was dissolved in ethylacetate and extracted three times with a 1N sodium hydroxide solution. The combined aqueous extracts were acidified with conc. HCI at 0° C. A precipitate was formed, and filtration yielded an orange solid. The solid so obtained was washed with water. After drying the product was recristallised in methanol/water mixture and 1.9 g (40% yield) of 5-[(6-amino-5-(3-pyridinyldiazenyl)-2-pyridinyl)amino]-5-oxopentanoic acid were obtained.

来源