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

HRID 233423ノート

反応式

HRID 233423 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 to a suspension of 73.4 g (100 mmol) of 5-amino-2,4,6-triiodoisophthalic acid-N-(2,3-diacetoxypropyl)-amide-chloride (EP 0308364) in 500 ml of anhydrous dioxane, stirred with exclusion of moisture, at room temperature. The batch is refluxed for several hours, until, according to thin-layer chromatography, feedstock is no longer detectable, 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
  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-a724e2f10f6f4f04b0abe90a3d63279d
出典データセット
uspto-grants-1997_01
特許番号
US05593660

反応ノート

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