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

HRID 749234ノート

反応式

HRID 749234 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-bd3f499aa4be4adf9a9b12a82dd0a673
出典データセット
uspto-grants-2008_07
特許番号
US07402598B2

反応ノート

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