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

HRID 1280148노트

반응식

HRID 1280148 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2ad9cb1b8cef488a8d4e2be4bcadb78e
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06448442B1

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