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Ethanol → Benzenesulfonamide, 4-amino-N-[2-(4-morpholinyl)ethyl]-

HRID 1841951
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HRID 1841951 반응식
[N:1]1([CH2:7][CH2:8][NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(O)C.[Cl-].[NH4+]>[Fe].O>[NH2:19][C:16]1[CH:15]=[CH:14][C:13]([S:10]([NH:9][CH2:8][CH2:7][N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)(=[O:12])=[O:11])=[CH:18][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 743362N-(2-Morpholin-4-yl-ethyl)-4-nitro-benzenesulfonamide

생성물 1

HCID 120569Benzenesulfonamide, 4-amino-N-[2-(4-morpholinyl)ethyl]-수율 78%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water
용매

실험 절차

N-(2-Morpholin-4-yl-ethyl)-4-nitro-benzenesulfonamide (0.14 g, 0.45 mmol) was suspended in a 5:1 mixture of ethanol and water (3 ml). To this solution was added iron powder (0.13 g, 2.25 mmol) followed by saturated ammonium chloride solution (0.1 ml) and the mixture was stirred at room temperature for 18 hours. After this time, the reaction mixture was filtered through a pad of celite, the celite was washed with ethanol (10 ml) and ethyl acetate (50 ml) and the solution was concentrated under vacuum. The resulting residue was partitioned between DCM (50 ml) and water (20 ml), the organic layer was separated, dried with MgSO4, filtered and concentrated to afford the title compound (0.1 g, 78% yield) as a brown solid. Tr=0.35 min, m/z (ES+) (M+H)+ 285.

후처리

  1. filtrationAfter this time, the reaction mixture was filtered through a pad of celite
  2. washthe celite was washed with ethanol (10 ml) and ethyl acetate (50 ml)
  3. concentrationthe solution was concentrated under vacuum
  4. customThe resulting residue was partitioned between DCM (50 ml) and water (20 ml)
  5. customthe organic layer was separated
  6. dry with materialdried with MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4ac684ae0b794e45a27c19eac27c0c9e
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946197B2

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