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Sodium Iodide → 4-[3-[Ethyl[3-(phenylthio) propyl]amino]-2-hydroxypropoxy]-benzonitrile

HRID 1087113
ノート
印刷プレビュー

反応式

HRID 1087113 の反応式
[CH2:1]([NH:3][CH2:4][CH:5]([OH:16])[CH2:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1)[CH3:2].Cl[CH2:18][CH2:19][CH2:20][S:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[CH2:1]([N:3]([CH2:18][CH2:19][CH2:20][S:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:4][CH:5]([OH:16])[CH2:6][O:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]#[N:13])=[CH:14][CH:15]=1)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2696063-Chloropropyl phenyl sulfideHCID 150668414-[3-(Ethylamino)-2-hydroxypropoxy]-benzonitrile

生成物 1

HCID 151588134-[3-[Ethyl[3-(phenylthio) propyl]amino]-2-hydroxypropoxy]-benzonitrile

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

5.0 g of 4-[3-(ethylamino)-2-hydroxypropoxy]-benzonitrile and 4.0 g of 1-chloro-3-(phenylthio) propane was dissolved in 70 ml of acetonitrile and mixed with 6.4 g potassium carbonate and 8.0 g of sodium iodide. The mixture was refluxed over night, filtrated, evaporated and the residue was dissolved in 2 M hydrochloric acid. This acidic waterlayer was washed with two portions of diethylether, alkalized with 10 M sodium hydroxide and extracted with three portions of dichlorometane. The combined layers of dichloromethane were dried over sodium sulphate and evaporated. The oily residue was purified by column chromatography on silica gel. Yield: 2.1 g of the title compound.

後処理

  1. temperatureThe mixture was refluxed over night
  2. filtrationfiltrated
  3. customevaporated
  4. dissolutionthe residue was dissolved in 2 M hydrochloric acid
  5. washThis acidic waterlayer was washed with two portions of diethylether
  6. extractionextracted with three portions of dichlorometane
  7. dry with materialThe combined layers of dichloromethane were dried over sodium sulphate
  8. customevaporated
  9. customThe oily residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-bf82bb9fe8d34ba0a569d0bd55d8b34a
出典データセット
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05034411

反応ノート

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