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Sulfuric Acid → 1-[3-Amino-5-(pentafluorosulfanyl)phenyl]ethanone

HRID 657997
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HRID 657997 반응식
[C:1]([C:4]1[CH:5]=[C:6]([NH:16]C(=O)C(F)(F)F)[CH:7]=[C:8]([S:10]([F:15])([F:14])([F:13])([F:12])[F:11])[CH:9]=1)(=[O:3])[CH3:2].S(=O)(=O)(O)O>C(Cl)Cl>[NH2:16][C:6]1[CH:5]=[C:4]([C:1](=[O:3])[CH3:2])[CH:9]=[C:8]([S:10]([F:15])([F:11])([F:12])([F:13])[F:14])[CH:7]=1
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참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 58085708HCID 58085708, 화합물

생성물 1

HCID 581368521-[3-Amino-5-(pentafluorosulfanyl)phenyl]ethanone수율 92.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
100 °C

실험 절차

N-(3-Acetyl-5-pentafluorosulfanylphenyl)-2,2,2-trifluoroacetamide (O3.075; 9.4 g) was admixed with semiconcentrated sulfuric acid (200 ml), and DCM (15 ml) was added. After stirring at 100° C. for 7 h, the mixture was left to stand overnight. Then the mixture was added to ice-water and extracted with EA. The combined EA phases were washed with saturated sodium hydrogencarbonate solution, dried over magnesium sulfate, filtered and concentrated by rotary evaporation. 6.36 g of the title compound were obtained. LC-MS rt: 1.38 min [M+H]+: 262.0 (met. a)

후처리

  1. additionwas added
  2. waitthe mixture was left
  3. waitto stand overnight
  4. extractionextracted with EA
  5. washThe combined EA phases were washed with saturated sodium hydrogencarbonate solution
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated by rotary evaporation

출처 및 근거

ORD 기록
ord-bf6ee0b1fe7a4117aa0414855fe4187b
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08076336B2

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