O-Methylhydroxylamine → 3-Amino-4-nitropyridine 1-oxide

HRID 265635

반응식

HRID 265635 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][N+:7]([O-:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].CO[NH2:13].CC(C)([O-])C.[K+].[Cl-].[NH4+]>CN(C=O)C.[Cl-].[Zn+2].[Cl-]>[NH2:13][C:5]1[CH:6]=[N+:7]([O-:10])[CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

참가 물질

7

반응물 4

HCID 4113O-MethylhydroxylamineHCID 143004-Nitropyridine N-oxideHCID 25517Ammonium ChlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 118296713-Amino-4-nitropyridine 1-oxide수율 38%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 6228Dimethylformamide용매2회

반응 조건

온도
25 °C

실험 절차

4-Nitropyridine N-oxide (140 mg, 1 mmol) and O-methylhydroxylamine (71 mg, 1.5 mmol) were dissolved in DMF (2 ml), and a resulting solution was added dropwise to a DMF solution (3 ml) containing potassium tert-butoxide (336 mg, 3 mmol) and zinc (II) chloride (136 mg, 1 mmol) at 25° C. After completion of the addition, the resulting mixture was stirred at 25° C. for one hour and an aqueous saturated ammonium chloride solution (50 ml) was added, followed by extraction with ethyl acetate (80 ml). A resulting organic layer was dried over anhydrous magnesium sulfate, and then isolated and purified by subjecting to silica gel thin layer chromatography [eluent: ethyl acetate] to obtain 58 mg of 3-amino-4-nitropyridine N-oxide (yield: 38%).

후처리

  1. additionAfter completion of the addition
  2. extractionfollowed by extraction with ethyl acetate (80 ml)
  3. dry with materialA resulting organic layer was dried over anhydrous magnesium sulfate
  4. customisolated
  5. custompurified

출처 및 근거

ORD 기록
ord-bedc930d643041399a2abc5e63d5cc9d
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648496

연결된 노트

불러오는 중…