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Ammonium Chloride → 2-Methoxy-4-(2-methylsulfanyl-ethoxy)-phenylamine

HRID 417327
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HRID 417327 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH2:10][CH2:11][S:12][CH3:13])[CH:6]=[CH:5][C:4]=1[N+:14]([O-])=O.[NH4+].[Cl-]>CO.[Zn]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH2:10][CH2:11][S:12][CH3:13])[CH:6]=[CH:5][C:4]=1[NH2:14]
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참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 666255842-Methoxy-4-(2-methylsulfanyl-ethoxy)-1-nitro-benzene

생성물 1

HCID 582863432-Methoxy-4-(2-methylsulfanyl-ethoxy)-phenylamine수율 93.8%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 887Methanol용매

실험 절차

Step B A suspension of 2-methoxy-4-(2-methylsulfanyl-ethoxy)-1-nitro-benzene (0.25 g, 1.0 mmol) in methanol (8 mL) was added an aqueous solution (4 mL) of NH4Cl (0.55 g, 10 mmol), followed by activated Zinc (Aldrich, 0.67 g, 10 mmol). The reaction mixture was stirred at room temperature for 0.5 h. The mixture was filtered through a short pad of celite. The mixture was concentrated. The residue was partitioned between ethyl acetate and water. The organic layer was separated, and aqueous layer was extracted with ethyl acetate. The combined organic extract was washed with water, brine, dried over MgSO4, and concentrated to give 2-methoxy-4-(2-methylsulfanyl-ethoxy)-phenylamine as a brown oil (0.2 g, 91%).

후처리

  1. filtrationThe mixture was filtered through a short pad of celite
  2. concentrationThe mixture was concentrated
  3. customThe residue was partitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. extractionaqueous layer was extracted with ethyl acetate
  6. extractionThe combined organic extract
  7. washwas washed with water, brine
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e9b9243913e3447a9ac20a1886329014
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08088815B2

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