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Sodium Iodide → 2-[[3-[[3-(4-Cyanophenoxy)-2-hydroxypropyl]ethylamino]propyl]thio]benzamide

HRID 1087116
ノート
印刷プレビュー

反応式

HRID 1087116 の反応式
Cl[CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([NH2:10])=[O:9].[CH2:15]([NH:17][CH2:18][CH:19]([OH:30])[CH2:20][O:21][C:22]1[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[CH:24][CH:23]=1)[CH3:16].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[C:26]([C:25]1[CH:28]=[CH:29][C:22]([O:21][CH2:20][CH:19]([OH:30])[CH2:18][N:17]([CH2:15][CH3:16])[CH2:2][CH2:3][CH2:4][S:5][C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8]([NH2:10])=[O:9])=[CH:23][CH:24]=1)#[N:27]
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 150668414-[3-(Ethylamino)-2-hydroxypropoxy]-benzonitrileHCID 151588182-(3-Chloropropylthio)benzamide

生成物 1

HCID 151588192-[[3-[[3-(4-Cyanophenoxy)-2-hydroxypropyl]ethylamino]propyl]thio]benzamide

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

5.5 g 2-(3- chloropropylthio)benzamide, 5.3 g of 4-[3-(ethylamino) -2-hydroxypropoxy]- benzonitrile, 6.6 g potassium carbonate and 7.2 g sodiumiodide were mixed in 100 ml of acetonitrile and heated to reflux for two days. The mixture was filtered and evaporated and the residue was dissolved in 1 M sulphuric acid. The acidic water layer was then washed twice with ether, alkalized with 10 M sodiumhydroxide and extracted with dichlormethane. The organic layer was dried over sodiumsulphate, treated with active carbon, filtered and evaporated. The residue, 8.7 g, was separated by column chromatography. Yield: 4.5 g of the title compound.

後処理

  1. temperatureheated
  2. temperatureto reflux for two days
  3. filtrationThe mixture was filtered
  4. customevaporated
  5. dissolutionthe residue was dissolved in 1 M sulphuric acid
  6. washThe acidic water layer was then washed twice with ether
  7. extractionextracted with dichlormethane
  8. dry with materialThe organic layer was dried over sodiumsulphate
  9. additiontreated with active carbon
  10. filtrationfiltered
  11. customevaporated
  12. customThe residue, 8.7 g, was separated by column chromatography

出典と根拠

ORDレコード
ord-6ebdd1b9962f44d7b6f194ee28e645ab
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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