2,4-Difluoroaniline → Cps 49

HRID 1020155노트

반응식

HRID 1020155 반응식
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[F:10][C:11]1[C:12]([F:24])=[C:13]([F:23])[C:14]([F:22])=[C:15]2[C:20](=O)[O:19][C:17](=[O:18])[C:16]=12>C(O)(=O)C>[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[N:4]1[C:17](=[O:18])[C:16]2[C:15](=[C:14]([F:22])[C:13]([F:23])=[C:12]([F:24])[C:11]=2[F:10])[C:20]1=[O:19]

참가 물질

4

반응물 2

HCID 97092,4-DifluoroanilineHCID 69545Tetrafluorophthalic anhydride

생성물 1

HCID 9905583Cps 49수율 42.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of about 1 g (about 7.75 mmol) of 2,4-difluoroaniline, about 1.54 g (about 7 mmol) of tetrafluorophthalic anhydride and about 50 mL of glacial acetic acid was refluxed for about 3.5 hours. The solvent was evaporated to dryness under reduced pressure of from about 200 to about 15 mbar. The residue was dissolved in about 75 mL of CH2C12. The solution was washed three times with about 25 mL of about 0.1 M HCl and twice with about 25 mL of water. The residue was then dried with Na2SO4. After removal of the solvent, the residue was recrystallized from ethyl alcohol to yield about 980 mg (about 42%) of 2-(2,4-difluorophenyl)-4,5,6,7-tetrafluoro-1H-isoindole-1,3(2H)-dione with a melting point of about 145° to about 146° C.

후처리

  1. temperaturewas refluxed for about 3.5 hours
  2. customThe solvent was evaporated to dryness under reduced pressure of from about 200 to about 15 mbar
  3. dissolutionThe residue was dissolved in about 75 mL of CH2C12
  4. washThe solution was washed three times with about 25 mL of about 0.1 M HCl
  5. dry with materialThe residue was then dried with Na2SO4
  6. customAfter removal of the solvent
  7. customthe residue was recrystallized from ethyl alcohol

출처 및 근거

ORD 기록
ord-38c83ae6b0754b01bb9ecba41b628b29
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716315B2

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