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

HRID 1604157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1604157
[OH:1][CH2:2][C:3]1[C:4]([I:20])=[C:5]([C:7]([I:19])=[C:8]([C:11]([NH:13][CH2:14][CH:15]([OH:18])[CH2:16][OH:17])=[O:12])[C:9]=1[I:10])[NH2:6].C(Cl)Cl>C(OC(=O)C)(=O)C.N1C=CC=CC=1>[C:2]([O:1][CH2:2][C:3]1[C:4]([I:20])=[C:5]([C:7]([I:19])=[C:8]([C:11]([NH:13][CH2:14][CH:15]([O:18][C:16](=[O:17])[CH3:15])[CH2:16][O:17][C:11](=[O:12])[CH3:8])=[O:12])[C:9]=1[I:10])[NH2:6])(=[O:1])[CH3:3]

Komponenten

5

Edukt 2

HCID 6344DichloromethaneHCID 184291813-Hydroxymethyl-5-(2,3-dihydroxypropylaminocarbonyl)-2,4,6-triiodoaniline

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

3-Hydroxymethyl-5-(2,3-dihydroxypropylaminocarbonyl)-2,4,6-triiodoaniline (1.89 g, 3.06 mmol) prepared according to Example 3d, was dissolved in a mixture of acetic anhydride (5 ml) and pyridine (5 ml). The mixture was stirred at room temperature for 24 h, CH2Cl2 (100 ml) was added and the solution was washed with water (3×25 ml), with a saturated aqueous solution of NaHCO3, dried (Na2SO4) and evaporated. The product was purified by flash chromatography on silica gel using a mixture of CH2Cl2 and methanol (98:2) as the eluent. Yield: 1.30 g (57%).

Aufarbeitung

  1. washthe solution was washed with water (3×25 ml), with a saturated aqueous solution of NaHCO3
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. customThe product was purified by flash chromatography on silica gel using
  5. additiona mixture of CH2Cl2 and methanol (98:2) as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-0ec0b329356449ddbcfce115b9850d54
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05993780

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