Methoxyacetyl chloride → 5-Methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-diacetoxypropyl)amide chloride

HRID 1291972ノート

反応式

HRID 1291972 の反応式
[CH3:1][O:2][CH2:3][C:4]([Cl:6])=[O:5].[Cl-].[C:8]([O:11][CH:12]([CH2:30][O:31][C:32](=[O:34])[CH3:33])[CH2:13][NH:14][C:15](=[O:29])[C:16]1[C:24]([I:25])=[C:23]([NH2:26])[C:22]([I:27])=[C:18]([C:19]([OH:21])=[O:20])[C:17]=1[I:28])(=[O:10])[CH3:9]>O1CCOCC1>[Cl-:6].[C:8]([O:11][CH:12]([CH2:30][O:31][C:32](=[O:34])[CH3:33])[CH2:13][NH:14][C:15](=[O:29])[C:16]1[C:24]([I:25])=[C:23]([NH:26][C:4](=[O:5])[CH2:3][O:2][CH3:1])[C:22]([I:27])=[C:18]([C:19]([OH:21])=[O:20])[C:17]=1[I:28])(=[O:10])[CH3:9]

参加物

4

反応物 2

HCID 96623Methoxyacetyl chlorideHCID 867501615-amino-2,4,6-triiodisophthalic acid-N-(2,3-diacetoxypropyl)-amide-chloride

生成物 1

HCID 866509095-Methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-diacetoxypropyl)amide chloride

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

24.7 g (150 mmol) of methoxyacetyl chloride is added at room temperature to a suspension of 73.4 g (100 mmol) of 5-amino-2,4,6-triiodisophthalic acid-N-(2,3-diacetoxypropyl)-amide-chloride (EP 0308364) in 500 ml of anhydrous dioxane, stirred with exclusion of moisture. The batch is refluxed for several hours, until no more feedstock can be detected according to thin-layer chromatography, then it is concentrated by evaporation, the residue is taken up in dichloromethane and shaken out with saturated aqueous sodium bicarbonate solution. After drying on anhydrous magnesium sulfate, the organic phase is concentrated by evaporation and the residue is recrystallized from ethyl acetate/tert-butyl methyl ether.

後処理

  1. temperatureThe batch is refluxed for several hours, until no more feedstock
  2. concentrationit is concentrated by evaporation
  3. stirringshaken out with saturated aqueous sodium bicarbonate solution
  4. dry with materialAfter drying on anhydrous magnesium sulfate
  5. concentrationthe organic phase is concentrated by evaporation
  6. customthe residue is recrystallized from ethyl acetate/tert-butyl methyl ether

出典と根拠

ORDレコード
ord-7823c57ea137467eb0d95c00dd8d6479
出典データセット
uspto-grants-1998_05
特許番号
US05756066

反応ノート

読み込み中…