تفاعل #1458416

معادلة التفاعل

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

glutaric anhydride

→

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

المردود 40.0%

المذيبات

tetrahydrofurane

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   درجة الحرارةThe mixture was refluxed for 16 hours
3. 3
   ترشيحThe mixture was then filtered
4. 4
   أخرىthe solvent was evaporated
5. 5
   workup.DISSOLUTIONthe crude product was dissolved in ethylacetate
6. 6
   استخلاصextracted three times with a 1N sodium hydroxide solution
7. 7
   أخرىwere acidified with conc. HCI at 0° C
8. 8
   أخرىA precipitate was formed
9. 9
   ترشيحfiltration
10. 10
    أخرىyielded an orange solid
11. 11
    أخرىThe solid so obtained
12. 12
    غسيلwas washed with water
13. 13
    أخرىAfter drying the product

الإجراء التجريبي

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.

المصدر