반응 #3258

반응 방정식

2-azido-5-cyano-4-methylaminopyrimidine

2-azido-5-cyano-4-methylamino-pyrimidine

formic acid

hydrogen

→

2-amino-4-methylamino-5-pyrimidinecarboxaldehyde

반응 조건

후처리

1. 1
   workup.STIRRINGwas shaken at room temperature
2. 2
   workup.STIRRINGthe mixture shaken overnight
3. 3
   기타The catalyst was removed by filtration
4. 4
   기타the filtrate was evaporated under high vacuum
5. 5
   여과filtered
6. 6
   기타The insoluble material was collected
7. 7
   workup.DISSOLUTIONdissolved in 450 mL of boiling water
8. 8
   여과The aqueous solution was filtered
9. 9
   여과The precipitated product was collected by filtration
10. 10
    기타recrystallized from ethanol

실험 절차

To a suspension of 2-azido-5-cyano-4-methylaminopyrimidine (22.24 g) from Example 5 in 400 mL of 50% aqueous formic acid was added Raney Nickel catalyst (5 g). The reaction mixture was shaken under an atmosphere of hydrogen (40.1 psi) in a Parr hydrogenation apparatus. There was a vigorous evolution of gas as the mixture was shaken at room temperature. After 30 minutes the apparatus was vented, additional Raney Nickel (5 g) was added, the apparatus recharged with hydrogen, and the mixture shaken overnight. The catalyst was removed by filtration and the filtrate was evaporated under high vacuum. The residue was suspended in water and filtered. The insoluble material was collected and dissolved in 450 mL of boiling water. The aqueous solution was filtered and the pH of the filtrate was adjusted to 7 with 1N sodium hydroxide. The precipitated product was collected by filtration and recrystallized from ethanol to give 5.0 g of 2-amino-4-methylamino-5-pyrimidinecarboxaldehyde.

출처