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Ethanol → N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine

HRID 1010378
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인쇄 미리보기

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HRID 1010378 반응식
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][C:9]2[N:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.[Cl-].[NH4+].C(O)C.O>C(OCC)(=O)C.CCCCCC.[Fe]>[NH2:1][C:4]1[CH:23]=[CH:22][C:7]([O:8][C:9]2[N:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:10]=2)=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 22936302N-(6-(4-Nitrophenoxy)pyrimidin-4-yl)phenylamine

생성물 1

HCID 22936405N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine수율 84.2%

시약·촉매·용매 3

HCID 23925Iron촉매
HCID 8058
Hexane
용매
HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

After suspending N-(6-(4-nitrophenoxy)pyrimidin-4-yl)phenylamine (508 mg, 1.65 mmol), iron powder (461 mg, 8.25 mmol) and ammonium chloride (882 mg, 16.5 mmol) in an ethanol (16 ml)—water (4 ml) mixed solvent, the suspension was heated and stirred at 80° C. for 20 minutes. Upon completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (387 mg, 1.39 mmol, 84%) as colorless crystals.

후처리

  1. additionmixed solvent
  2. temperaturethe suspension was heated
  3. customUpon completion of the reaction
  4. filtrationthe reaction mixture was filtered with celite
  5. washwashed in ethyl acetate
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationthe drying agent was filtered off
  9. distillationthe filtrate was distilled off under reduced pressure
  10. customThe obtained crude product
  11. filtrationthe crystals were filtered out
  12. washwashed with hexane
  13. customblow-dried

출처 및 근거

ORD 기록
ord-5f8dbdc1d7864efbb0997b878080e0ee
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07973160B2

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