Benzylamine → 3-(4-{[6-(Benzylamino)hexyl]oxy}butyl)benzenesulfonamide

HRID 749234

반응식

HRID 749234 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[C:15]([S:19]([NH2:22])(=[O:21])=[O:20])[CH:16]=[CH:17][CH:18]=1.[CH2:23]([NH2:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[OH-].[Na+]>C1(C)C=CC=CC=1>[CH2:23]([NH:30][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[C:15]([S:19]([NH2:22])(=[O:21])=[O:20])[CH:16]=[CH:17][CH:18]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

5

반응물 3

HCID 7504BenzylamineHCID 14798Sodium HydroxideHCID 21895438Benzenesulfonamide, 3-[4-[(6-bromohexyl)oxy]butyl]-

생성물 1

HCID 693156893-(4-{[6-(Benzylamino)hexyl]oxy}butyl)benzenesulfonamide수율 50.6%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

3-[4-(6-Bromo-hexyloxy)-butyl]benzenesulfonamide (1.0 g) in toluene (4 ml) was added dropwise to benzylamine (0.65 g) and the resulting mixture heated at 80° C. for 6 h. The mixture was then cooled and 20% aqueous sodium hydroxide solution (50 ml) was added. The resulting mixture was extracted with ethyl acetate and the combined organic layers evaporated to dryness in vacuo. The residual oil was then purified by chromatography (DCM-IMS-NH3(aq) 100:10:1) to give the title compound (0.54 g) LC RT=3.89 min.

후처리

  1. temperatureThe mixture was then cooled
  2. extractionThe resulting mixture was extracted with ethyl acetate
  3. customthe combined organic layers evaporated to dryness in vacuo
  4. customThe residual oil was then purified by chromatography (DCM-IMS-NH3(aq) 100:10:1)

출처 및 근거

ORD 기록
ord-bd3f499aa4be4adf9a9b12a82dd0a673
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402598B2

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