반응 #1458416

반응 방정식

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

glutaric anhydride

→

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

수율 40.0%

용매

tetrahydrofurane

반응 조건

후처리

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   온도The mixture was refluxed for 16 hours
3. 3
   여과The mixture was then filtered
4. 4
   기타the solvent was evaporated
5. 5
   workup.DISSOLUTIONthe crude product was dissolved in ethylacetate
6. 6
   추출extracted three times with a 1N sodium hydroxide solution
7. 7
   기타were acidified with conc. HCI at 0° C
8. 8
   기타A precipitate was formed
9. 9
   여과filtration
10. 10
    기타yielded an orange solid
11. 11
    기타The solid so obtained
12. 12
    세척was washed with water
13. 13
    기타After drying the product

실험 절차

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.

출처