Acetoxyacetyl chloride → 5-Acetoxyacetamido-3-acetoxymethyl-N-(2,3-diacetoxypropyl)-2,4,6-triiodobenzamide

HRID 383032노트

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HRID 383032 반응식
[NH2:1][C:2]1[C:3]([I:29])=[C:4]([CH2:24][O:25][C:26](=[O:28])[CH3:27])[C:5]([I:23])=[C:6]([C:21]=1[I:22])[C:7]([NH:9][CH2:10][CH:11]([O:17][C:18](=[O:20])[CH3:19])[CH2:12][O:13][C:14](=[O:16])[CH3:15])=[O:8].[C:30]([O:33][CH2:34][C:35](Cl)=[O:36])(=[O:32])[CH3:31].C(=O)([O-])O.[Na+]>CN(C)C(=O)C>[C:30]([O:33][CH2:34][C:35]([NH:1][C:2]1[C:3]([I:29])=[C:4]([CH2:24][O:25][C:26](=[O:28])[CH3:27])[C:5]([I:23])=[C:6]([C:21]=1[I:22])[C:7]([NH:9][CH2:10][CH:11]([O:17][C:18](=[O:20])[CH3:19])[CH2:12][O:13][C:14](=[O:16])[CH3:15])=[O:8])=[O:36])(=[O:32])[CH3:31]

참가 물질

5

반응물 3

HCID 26297Acetoxyacetyl chlorideHCID 516892Sodium BicarbonateHCID 184291303-Acetoxymethyl-5-(2,3-diacetoxypropylaminocarbonyl)-2,4,6-triiodoaniline

생성물 1

HCID 184291395-Acetoxyacetamido-3-acetoxymethyl-N-(2,3-diacetoxypropyl)-2,4,6-triiodobenzamide수율 100%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

5-Amino-3-acetoxymethyl-N-(2,3-diacetoxypropyl)-2,4,6-triiodobenzamide (3.0 g, 4.03 mmol) was dissolved in dry N,N-dimethylacetamide (8 ml) at ambient temperature. With efficient stirring acetoxyacetyl chloride (4.39 ml, 40.3 mmol) was added dropwise, and the mixture was stirred overnight. The mixture was then added slowly with stirring into a saturated solution of sodium hydrogen carbonate (80 ml). The precipitate formed was filtered off and dissolved in chloroform (80 ml). The organic solution was washed with an aqueous saturated solution of NaHCO3 (25 ml), and then evaporated to dryness. The solid residue was dissolved in acetone and filtered through a pad of alumina with acetone as eluent. Evaporation of the solvent gave 3.38 g (100%) of a white crystalline product.

후처리

  1. additionwas added dropwise
  2. additionThe mixture was then added slowly
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. dissolutiondissolved in chloroform (80 ml)
  6. washThe organic solution was washed with an aqueous saturated solution of NaHCO3 (25 ml)
  7. customevaporated to dryness
  8. dissolutionThe solid residue was dissolved in acetone
  9. filtrationfiltered through a pad of alumina with acetone as eluent
  10. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-12f0a586f15a42fbaf4c95d7fd23f603
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06310243B1

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