Triethylamine → N-cyclopropyl-2-nitrobenzenesulfonamide

HRID 1713498

반응식

HRID 1713498 반응식
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.C(N(CC)CC)C.[N+:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21](Cl)(=[O:23])=[O:22])([O-:14])=[O:13]>O1CCCC1>[CH:1]1([NH:4][S:21]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[N+:12]([O-:14])=[O:13])(=[O:22])=[O:23])[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 155402-Nitrobenzenesulfonyl chlorideHCID 69828Cyclopropylamine

생성물 1

HCID 796630N-cyclopropyl-2-nitrobenzenesulfonamide수율 87%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a solution of cyclopropylamine (1.0 g, 18 mmol) and triethylamine (3.7 mL, 27 mmol) in tetrahydrofuran (20 mL) was added 2-nitrobenzenesulfonyl chloride (3.9 g, 18 mmol) at 0° C., and the mixture was stirred at 0° C. for 1 hour. The solvent was distilled off under reduced pressure, and the residue was diluted with ethyl acetate. The reaction solution was washed with water and saturated brine and dried over magnesium sulfate. The solid was filtered off, and the filtrate was concentrated. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=1:1) and concentrated. The residue was washed with hexane and collected by filtration to obtain the title compound (3.7 g, 87%).

후처리

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionthe residue was diluted with ethyl acetate
  3. washThe reaction solution was washed with water and saturated brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe solid was filtered off
  6. concentrationthe filtrate was concentrated
  7. customThe residue was purified with silica gel column chromatography (hexane:ethyl acetate=1:1)
  8. concentrationconcentrated
  9. washThe residue was washed with hexane
  10. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-54aa42dedd6945a3ae83e85f9e326f61
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795267B2

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