Water → HCID 21898026、化合物

HRID 1839018ノート

反応式

HRID 1839018 の反応式
[CH2:1]([NH2:12])[CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][CH2:10][NH2:11].[S:13](Cl)([C:16]1[C:28]2[CH:27]=[CH:26][CH:25]=[C:21]([N:22]([CH3:24])[CH3:23])[C:20]=2[CH:19]=[CH:18][CH:17]=1)(=[O:15])=[O:14].O>C(#N)C>[NH2:11][CH2:10][CH2:9][CH2:8][O:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][CH2:1][NH:12][S:13]([C:16]1[C:28]2[C:20](=[C:21]([N:22]([CH3:24])[CH3:23])[CH:25]=[CH:26][CH:27]=2)[CH:19]=[CH:18][CH:17]=1)(=[O:15])=[O:14]

参加物

5

反応物 3

HCID 962WaterHCID 11801Dansyl chlorideHCID 763421-Propanamine, 3,3'-[1,2-ethanediylbis(oxy)]bis-

生成物 1

HCID 21898026HCID 21898026、化合物収率 60.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

4,7-Dioxadecane-1,10-diamine (32.6 g, 0.185 mole) in acetonitrile (100 mL) was chilled in an ice bath. To this was slowly added dropwise dansyl chloride (5 g, 0.0185 mole) dissolved in acetonitrile (60 mL) over a 20 min. period. Stirring in an ice bath was continued for 1.5 hr. The reaction mixture was poured into water (about 300 mL) and extracted with dichloromethane (2×100 mL). The combined extracts were washed with water and dried to give an oil. The oil was purified by column chromatography (silica gel eluting with acetonitrile containing increasing amounts of ethanol) to provide 4.6 g of N-(10-amino-4,7-dioxadecyl)-5-dimethylaminonaphthalene-1-sulfonamide as a viscous oil.

後処理

  1. extractionextracted with dichloromethane (2×100 mL)
  2. washThe combined extracts were washed with water
  3. customdried
  4. customto give an oil
  5. customThe oil was purified by column chromatography (silica gel eluting with acetonitrile containing increasing amounts of ethanol)

出典と根拠

ORDレコード
ord-ec598f9d9ac84ef1bdcdb6468084a0a0
出典データセット
uspto-grants-2004_01
特許番号
US06677347B2

反応ノート

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