Methanol → Methyl 6-amino-5-nitropyridine-3-carboxylate

HRID 854094노트

반응식

HRID 854094 반응식
[NH2:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[CH3:14]O>OS(O)(=O)=O>[CH3:14][O:7][C:6](=[O:8])[C:5]1[CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:2]([NH2:1])=[N:3][CH:4]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 2718816-Amino-5-nitronicotinic acid

생성물 1

HCID 13768248Methyl 6-amino-5-nitropyridine-3-carboxylate수율 30%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

A solution of 6-Amino-5-nitro-nicotinic acid (2) (15.2 g, 82.5 mmol) in MeOH (250 ml) and H2SO4 (conc. 25 ml) was heated at reflux for 5 h. The solution was concentrated in vacuo and the residue treated with saturated aqueous NaHCO3 solution until slightly basic. The resulting solid was collected by filtration, rinsed with H2O and dried in vacuo to give the product as a yellow solid (4.8 g, 25 mmol, 30%) that was used as is without further purification. TLC of the solid in DCM/MeOH (19:1) showed a less polar compound at Rf=0.5 compared to the baseline starting material.

후처리

  1. temperatureat reflux for 5 h
  2. concentrationThe solution was concentrated in vacuo
  3. additionthe residue treated with saturated aqueous NaHCO3 solution until slightly basic
  4. filtrationThe resulting solid was collected by filtration
  5. washrinsed with H2O
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-3a9bc11470c14757bbd70905a068d729
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07256287B2

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