반응 #54141

반응 방정식

2,6-Dichloro-3-nitropyridine

EtOH

NH3

H2O

→

yellow solid

수율 89.0%

6-Chloro-3-nitro-2-pyridinamine

수율 89.0%

용매

반응 조건

후처리

1. 1
   여과the resulting mixture was filtered
2. 2
   기타to collect the crude yellow product
3. 3
   workup.DISSOLUTIONThe solid material was dissolved in CH2Cl2
4. 4
   추출extracted with a 1N HCl solution
5. 5
   추출before being re-extracted with CH2Cl2
6. 6
   건조dried (MgSO4)
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo

실험 절차

2,6-Dichloro-3-nitropyridine 90 (10.0 g, 51.8 mmol) was dissolved in 37 ml of a 7N solution of NH3 in EtOH (0.26 mol, 5.0 eqv) and the solution was stirred at rt for 24 h. H2O (40 ml) was added and the resulting mixture was filtered to collect the crude yellow product. The solid material was dissolved in CH2Cl2 and then extracted with a 1N HCl solution. The aqueous extracts were combined and then neutralized with NaHCO3 before being re-extracted with CH2Cl2. The organic fractions were combined, dried (MgSO4), filtered, and concentrated in vacuo to yield 8.0 g of a yellow solid (89%): 1H NMR (400 MHz, d6-DMSO) d 6.77 (d, J=8.8 Hz, 1H), 8.27 (s, 2H), 8.39 (d, J=8.4 Hz, 1H); 13C NMR (125 MHz, d6-DMSO) d 111.89, 126.02, 138.28, 153.36, 154.88; HRMS (EI) Calcd for C5H4ClN3O2: 172.9997. Found 172.9996.

출처