Acetic Anhydride → 3-Acetoxymethyl-5-(2,3-diacetoxypropylaminocarbonyl)-2,4,6-triiodoaniline

HRID 1280150노트

반응식

HRID 1280150 반응식
[NH2:1][C:2]1[C:3]([I:23])=[C:4]([CH2:18][O:19][C:20](=[O:22])[CH3:21])[C:5]([I:17])=[C:6]([C:15]=1[I:16])[C:7]([NH:9][CH2:10][CH:11]([OH:14])[CH2:12][OH:13])=[O:8].[C:24](OC(=O)C)(=[O:26])[CH3:25].C(Cl)Cl.[C:34](OCC)(=[O:36])[CH3:35]>N1C=CC=CC=1>[NH2:1][C:2]1[C:3]([I:23])=[C:4]([CH2:18][O:19][C:20](=[O:22])[CH3:21])[C:5]([I:17])=[C:6]([C:15]=1[I:16])[C:7]([NH:9][CH2:10][CH:11]([O:14][C:34](=[O:36])[CH3:35])[CH2:12][O:13][C:24](=[O:26])[CH3:25])=[O:8]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 184291865-Amino-3-acetoxymethyl-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzamideHCID 21226138Dichloromethane ethylacetate

생성물 1

HCID 184291303-Acetoxymethyl-5-(2,3-diacetoxypropylaminocarbonyl)-2,4,6-triiodoaniline

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

5-Amino-3-acetoxymethyl-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzamide (2.13 g, 3.23 mmol) was dissolved in pyridine (12 ml). Acetic anhydride (10 ml) was added dropwise with efficient stirring. Stirring was continued at ambient temperature for 10 h. The reaction mixture was then evaporated to a solid residue, which was taken up in chloroform (70 ml). The organic phase was washed with aqueous hydrochloric acid (1M) until pH=2, then twice with water (40 ml) and last with a saturated solution of sodium hydrogen carbonate until pH=8-9. After drying (Na2SO4), the solvent was evaporated to yield a dark solid residue. This was taken up in a mixture of methylene chloride/ethyl acetate (90/10) and eluted through a pad of alumina. After evaporation of the solvent, 2.1 g (87%) of a white crystalline residue was left.

후처리

  1. customThe reaction mixture was then evaporated to a solid residue, which
  2. washThe organic phase was washed with aqueous hydrochloric acid (1M) until pH=2
  3. dry with materialAfter drying (Na2SO4)
  4. customthe solvent was evaporated
  5. customto yield a dark solid residue
  6. washeluted through a pad of alumina
  7. customAfter evaporation of the solvent, 2.1 g (87%) of a white crystalline residue
  8. waitwas left

출처 및 근거

ORD 기록
ord-bf0a84e2575f431eadada3ba424718c3
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06448442B1

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