Thionyl Chloride → 5-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride

HRID 1280148ノート

反応式

HRID 1280148 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](O)=[O:8].S(Cl)([Cl:21])=O>ClCCCl>[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:21])=[O:8]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 184293275-Amino-3-acetoxymethyl-2,4,6-triiodobenzoic acid

生成物 1

HCID 184293385-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

5-Amino-3-acetoxymethyl-2,4,6-triiodobenzoic acid (43.9 g, 0.075 mol) was suspended in 1,2-dichloroethane (40 ml) and thionyl chloride (24.9 ml, 0.34 mol) was added. The mixture was heated to reflux temperature for 3 h. After evaporation to dryness, the residue was dissolved in tetrahydrofuran (50 ml). Sodium hydrogen carbonate (15 g) and crystalline sodium carbonate (5 g) were added to the solution and the mixture was stirred at room temperature for 3 h. The mixture was filtered and the filtrate evaporated to dryness. After pump-drying, a foam was formed, yield 44.6 g (98%). This material was used directly in the next step.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux temperature for 3 h
  3. customAfter evaporation to dryness
  4. dissolutionthe residue was dissolved in tetrahydrofuran (50 ml)
  5. additionSodium hydrogen carbonate (15 g) and crystalline sodium carbonate (5 g) were added to the solution
  6. filtrationThe mixture was filtered
  7. customthe filtrate evaporated to dryness
  8. customAfter pump-drying
  9. customa foam was formed

出典と根拠

ORDレコード
ord-2ad9cb1b8cef488a8d4e2be4bcadb78e
出典データセット
uspto-grants-2002_09
特許番号
US06448442B1

反応ノート

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