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Trifluoroacetic acid → N-(5-Amino-pentyl)-3-nitro-benzenesulfonamide

HRID 970413
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반응식

HRID 970413 반응식
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)(=[O:16])=[O:15])(C)(C)C.FC(F)(F)C(O)=O>>[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)(=[O:15])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 6422Trifluoroacetic acidHCID 12147932[5-(3-Nitro-benzenesulfonylamino)-pentyl]-carbamic acid-tert-butyl ester

생성물 1

HCID 12147933N-(5-Amino-pentyl)-3-nitro-benzenesulfonamide

실험 절차

5.00 g (12.9 mmol) of [5-(3-nitro-benzenesulfonylamino)-pentyl]-carbamic acid-tert-butyl ester is mixed with 15 ml of trifluoroacetic acid and stirred for 90 minutes at room temperature. The reaction mixture is concentrated by evaporation, and the residue is made basic with saturated NaHCO3 solution. Then, it is extracted with ethyl acetate (2×). The combined organic phases are washed with saturated NaCl solution, dried (Na2SO4), filtered and concentrated by evaporation. 3.4 g (11.8 mmol, corresponding to 91% of theory) of the product is obtained.

후처리

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. extraction
Then, it is extracted with ethyl acetate (2×)
  • washThe combined organic phases are washed with saturated NaCl solution
  • dry with materialdried (Na2SO4)
  • filtrationfiltered
  • concentrationconcentrated by evaporation
  • custom3.4 g (11.8 mmol, corresponding to 91% of theory) of the product is obtained
  • 출처 및 근거

    ORD 기록
    ord-83791e28f8c04412bfba48db4739a8d6
    출처 데이터셋
    uspto-grants-2007_12
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07312225B2

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