Stannous Chloride → N'-[(2'-amino-1,1'-biphenyl-4-yl)methyl]-N'-pentyl-N-(2,4,6-trifluorophenyl)urea

HRID 492291노트

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HRID 492291 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[C:18](=[O:29])[NH:19][C:20]2[C:25]([F:26])=[CH:24][C:23]([F:27])=[CH:22][C:21]=2[F:28])=[CH:12][CH:11]=1)([O-])=O.[Sn](Cl)Cl>C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:11]=[CH:12][C:13]([CH2:16][N:17]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[C:18](=[O:29])[NH:19][C:20]2[C:21]([F:28])=[CH:22][C:23]([F:27])=[CH:24][C:25]=2[F:26])=[CH:14][CH:15]=1

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 68850802N'-[(2'-nitro-1,1'-biphenyl-4-yl)methyl]-N'-pentyl-N-(2,4,6-trifluorophenyl)urea

생성물 1

HCID 68850739N'-[(2'-amino-1,1'-biphenyl-4-yl)methyl]-N'-pentyl-N-(2,4,6-trifluorophenyl)urea수율 97.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

N′-[(2′-Nitro-1,1′-biphenyl-4-yl)methyl]-N′-pentyl-N-(2,4,6-trifluorophenyl)urea (196.0 mg) and anhydrous tin(II) chloride (401.6 mg) were added to ethanol (4 mL), and the mixture was heated under reflux. One hour later, the solvent was distilled off, and ethyl acetate (15 mL) and a saturated sodium bicarbonate solution (15 mL) were added to the residue. The resultant precipitate was filtered off through Celite. The filtrate was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford N′-[(2′-amino-1,1′-biphenyl-4-yl)methyl]-N′-pentyl-N-(2,4,6-trifluorophenyl)urea (179.2 mg). Yield: 94%.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. distillationOne hour later, the solvent was distilled off
  4. additionethyl acetate (15 mL) and a saturated sodium bicarbonate solution (15 mL) were added to the residue
  5. filtrationThe resultant precipitate was filtered off through Celite
  6. extractionThe filtrate was extracted with ethyl acetate
  7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-42fdaa6c2b724aecaa3bd4854c7aa27f
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531576B2

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