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Benzenesulfonyl chloride → N-(3-Benzyloxy-4-nitrobenzyl)-N-methylbenzenesulfonamide

HRID 660645
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HRID 660645 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[CH2:12]CN)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([N:23](CC)CC)C.[C:28]1([S:34](Cl)(=[O:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[CH2:12][N:23]([CH3:21])[S:34]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)(=[O:36])=[O:35])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 18184526(3-Benzyloxy-4-nitrobenzyl)methylamine

생성물 1

HCID 68840966N-(3-Benzyloxy-4-nitrobenzyl)-N-methylbenzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of (3-benzyloxy-4-nitrobenzyl)methylamine (1.00 g, 3.672 mmol) and triethylamine (0.56 mL, 4.04 mmol) in CH2Cl2 (20 mL) is added dropwise benzenesulfonyl chloride (0.515 mL, 4.04 mmol) and the reaction is heated at reflux for 1 h. After cooling to RT, the reaction is diluted with CH2Cl2 (75 mL). The solution is washed with 1N HCl, saturated sodium bicarbonate, dried over Na2SO4, filtered, and concentrated under vacuum to afford an orange oil. The oil is triturated with ether to afford the title compound: (M+1)+=413.

후처리

  1. temperaturethe reaction is heated
  2. temperatureat reflux for 1 h
  3. washThe solution is washed with 1N HCl, saturated sodium bicarbonate
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customto afford an orange oil
  8. customThe oil is triturated with ether

출처 및 근거

ORD 기록
ord-27376899a7bd49fcbe3fe28e050c1226
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084448B2

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