Ethanol → 4-[(7-Oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]aniline

HRID 1433449노트

반응식

HRID 1433449 반응식
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][C:9]2[C:18]3[CH:17]=[CH:16][C:15](=[O:19])[NH:14][C:13]=3[N:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.[Cl-].[NH4+].CN(C)C=O.C(O)C>[Fe].O>[O:19]=[C:15]1[NH:14][C:13]2[N:12]=[CH:11][CH:10]=[C:9]([O:8][C:7]3[CH:6]=[CH:5][C:4]([NH2:1])=[CH:21][CH:20]=3)[C:18]=2[CH:17]=[CH:16]1

참가 물질

7

반응물 4

HCID 702EthanolHCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 229368804-(4-Nitrophenoxy)-7-oxo-7,8-dihydro[1,8]naphthyridine

생성물 1

HCID 589313574-[(7-Oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]aniline

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

실험 절차

4-(4-Nitrophenoxy)-7-oxo-7,8-dihydro[1,8]naphthyridine (156 mg), iron powder (300 mg), ammonium chloride (600 mg), dimethylformamide (2 ml), ethanol (1 ml) and water (1 ml) were stirred at 100° C. for 20 minutes. The mixture was filtered with celite, and then water and ethyl acetate were added for extraction. The organic layer was washed 4 times with aqueous ammonium chloride solution and then dried over magnesium sulfate. The drying agent was filtered off and the solvent was distilled off under reduced pressure to obtain 30 mg of the target substance as a light yellow solid.

후처리

  1. filtrationThe mixture was filtered with celite
  2. additionwater and ethyl acetate were added for extraction
  3. washThe organic layer was washed 4 times with aqueous ammonium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe drying agent was filtered off
  6. distillationthe solvent was distilled off under reduced pressure
  7. customto obtain 30 mg of the target substance as a light yellow solid

출처 및 근거

ORD 기록
ord-8538b162209b428c887d3dec55ce2fa8
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612092B2

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