Methanol → 5-Amino-3-acetoxymethyl-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzamide

HRID 383030ノート

反応式

HRID 383030 の反応式
[NH2:1][C:2]1[C:3]([I:18])=[C:4]([CH2:13][O:14][C:15](=[O:17])[CH3:16])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7](Cl)=[O:8].C(=O)([O-])[O-].[Na+].[Na+].[OH:25][CH:26]([CH2:29][OH:30])[CH2:27][NH2:28].CO>O1CCOCC1.O>[NH2:1][C:2]1[C:3]([I:18])=[C:4]([CH2:13][O:14][C:15](=[O:17])[CH3:16])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7]([NH:28][CH2:27][CH:26]([OH:25])[CH2:29][OH:30])=[O:8]

参加物

7

反応物 4

HCID 887MethanolHCID 10340Sodium CarbonateHCID 735613-Amino-1,2-propanediolHCID 184293385-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride

生成物 1

HCID 184291865-Amino-3-acetoxymethyl-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

5-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride (12.0 g, 0.020 mol) was dissolved in 10 ml of dioxane and sodium carbonate (2.1 g, 0.020 mol) was added. To this solution was added a solution of 2,3-dihydroxypropylamine (1.8 g, 0.020 mol) dissolved in 15 ml of dioxane. The mixture was heated to reflux for 10 h. After cooling to room temperature, methanol (25 ml), strongly acidic ion exchange resin (Amberlyst 15, 50 g) and water (25 ml) were added to bring the pH to 3 to 4. After stirring at room temperature for 20 min, the resin was filtered off and the filtrate was evaporated to dryness. The semisolid dark crude product (12.6 g) was acetylated directly in the next step.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 10 h
  3. filtrationthe resin was filtered off
  4. customthe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-7214f26c628a44d7909c83153e3de5ad
出典データセット
uspto-grants-2001_10
特許番号
US06310243B1

反応ノート

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