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

HRID 970413
ノート
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反応式

HRID 970413 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

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

生成物 1

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

実験手順

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.

後処理

  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
  • 出典と根拠

    ORDレコード
    ord-83791e28f8c04412bfba48db4739a8d6
    出典データセット
    uspto-grants-2007_12
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US07312225B2

    反応ノート

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