5-Iodoisatin → methyl 4-[2-[2-(5-iodo-2-oxoindol-3-yl)hydrazinyl]-2-oxoethoxy]benzoate

HRID 642051노트

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HRID 642051 반응식
[I:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[NH:13]([C:15](=[O:28])[CH2:16][O:17][C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][CH:19]=1)[NH2:14]>C(O)(=O)C>[I:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[N:14][NH:13][C:15](=[O:28])[CH2:16][O:17][C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 886955-IodoisatinHCID 2759745Methyl 4-((aminocarbamoyl)methoxy)benzoate

생성물 1

HCID 178498289methyl 4-[2-[2-(5-iodo-2-oxoindol-3-yl)hydrazinyl]-2-oxoethoxy]benzoate수율 77%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

Following the general method as outlined in Example 1, into a suspension of 5-iodo-1H-indole-2,3-dione in acetic acid was added methyl 4-(2-hydrazino-2-oxoethoxy)benzoate. After stirring at 100° C., the reaction mixture was cooled to rt and a yellow solid precipitated out. Filtration on a fritté, washing with AcOH, water and drying under vacuo at 60° C. overnight gave 185 mg of the title compound (77%) as a yellow solid in 99.1% purity by HPLC (Rt: 5.34, gradient of 10 min, MaxPlot detection between 230 and 400 nm).

후처리

  1. temperaturethe reaction mixture was cooled to rt
  2. customa yellow solid precipitated out
  3. filtrationFiltration on a fritté
  4. washwashing with AcOH, water
  5. customdrying under vacuo at 60° C. overnight

출처 및 근거

ORD 기록
ord-1aa675be471848489306e36c13478b6e
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696231B2

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